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Tetrahedron Letters
Journal Prestige (SJR): 0.683
Citation Impact (citeScore): 2
Number of Followers: 150  
 
  Hybrid Journal Hybrid journal (It can contain Open Access articles)
ISSN (Print) 0040-4039 - ISSN (Online) 1359-8562
Published by Elsevier Homepage  [3182 journals]
  • An unexpected Pummerer rearrangement in the synthetic route to ethyl
           (2′-hydroxy-4′,5′-methylenedioxyphenyl)acetate: An alternative
           approach to 2,3-dimethylthio benzofurans
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Ariel Carreño-Montero, Luis A. Maldonado, María Isabel Chávez, Simón Hernández-Ortega, Guillermo DelgadoThe synthesis of ethyl (2′-hydroxy-4′,5′-methylendioxophenyl)acetate, a fragment of the antihyperglycemic natural coumarin subcoriacin, is reported. We found an expeditious route to the title compound in five steps. Final metal catalyzed acid ethanolysis of the vinylic 1,1-methylthio methylsulfoxide derivative afforded the required aryl acetic ester, but in the absence of metal catalyst, an unexpected Pummerer rearrangement produced the 2,3-dimethylthiofuran derivative as the major product. This last result provides an alternative entry to 2,3-dimethlythiobenzofurans.Graphical abstractGraphical abstract for this article
       
  • Graphical abstract TOC
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s):
       
  • Synthesis of aromatic substituted B ← N embedded units with good
           stability and strong electron-affinity
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Yuqing Li, Bo Pang, Huifeng Meng, Ying Xiang, Yongchun Li, Jianhua HuangTwo chemically stable B ← N embedded units were synthesized, namely, BNIDT-Ph and BNIDT-Th, with aromatic phenyl (Ph) or thiophene (Th) groups, respectively, attached to the four coordination boron (B) atom. Single crystal data revealed that BNIDT-Ph and BNIDT-Th show obvious π-π interactions (3.83 vs. 3.79 Å) and B ← N dipole-dipole interactions (6.51 vs. 6.67 Å). BNIDT-Ph and BNIDT-Th exhibit strong electronic affinities of 3.70 and 3.81 eV, respectively. Fluorescence quenching was found between PBDB-T and the B ← N embedded molecules in solution, indicating exciton dissociation. These B ← N embedded molecules are potentially useful to further construct novel n-type semiconductors.Graphical abstractGraphical abstract for this article
       
  • Direct lactonization from 1,3-dienes and malonate esters mediated by a
           combination of iodine and visible light
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Mitsumi Takeda, Saki Maejima, Eiji Yamaguchi, Akichika ItohThis manuscript describes the reaction of dienes with carbonyls in the presence of molecular iodine under visible light irradiation to furnish the corresponding butyrolactones with complete site selectivity. The reaction proceeds via site selective sequential addition of iodine radical, which is generated from molecular iodine under visible light irradiation, to dienes to form a reactive intermediate, followed by substitution and cyclization. A variety of dienes and carbonyls are well tolerated under the reaction conditions. This transformation constitutes the first iodine radical-mediated intermolecular lactonization reaction of dienes.Graphical abstractGraphical abstract for this article
       
  • Efficient synthesis of sulfonylguanidines via reaction of
           tetra-substituted urine with ArSO2NCO
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Jianjie Han, Rongyan Zhou, Chao Huang, Qingkai Zeng, Qiumeng Long, Qianjun Zhang, Hang Cong, Qingdi Zhou, Gang Wei, Mao LiuAn efficient synthesis of sulfonylguanidines via reaction of tetra-substituted urines with ArSO2NCO has been developed with good yields, which provides a convenient way for synthesis of sulfonyl group protected guanidine from urine in one step.Graphical abstractGraphical abstract for this article
       
  • First Cp*Co(III)-catalyzed Mizoroki-Heck coupling reactions of alkenes and
           aryl bromide/iodide
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Avinash K. Srivastava, Naveen Satrawala, Munsaf Ali, Charu Sharma, Raj K. JoshiA Cp*Co(CO)I2 catalyzed Mizoroki-Heck coupling of alkenes and aryl halide is established at feasible reaction conditions. The Cp*Co(III) catalyst excellently work to couple the aryl iodide and alkene, and produce up to 94% yield of the coupling product. In case of the coupling of aryl bromide and alkene, slightly reduced activity of the catalyst was observed, and moderate to good yield of the product was obtained. Apart from functionally different styrene, the catalyst was also able to activate the acrylates, which seems difficult to be activated by other reported metal complexes. The coupling proposed herein is tolerant a wide variety of aryl halides, stryenes, and acrylates enable to form CC bond using inexpensive metal in catalysis. Hence, the present catalyst is highly economical, consists a non-endangered metal and is highly efficient for Heck coupling reaction. Moreover, the cobalt metal in high oxidation state (+3) is not much explored for the CC cross-coupling reactions.Graphical abstractGraphical abstract for this article
       
  • First total synthesis of versicotide D and analogs
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Laura Posada, Gloria SerraThe first total synthesis of cyclotetrapeptide versicotide D has been achieved in 21% overall yield using solid phase peptide synthesis and solution cyclization. In addition, in the search for candidates of antimalarial new drugs, one cyclic tetrapeptide analog which differs in the sequence, and four cyclic pentapeptide containing N-methyl amino acids, were prepared. The obtained compounds were evaluated against P. falciparum 3D7. Versicotide D showed low micromolar antiplasmodial activity.Graphical abstractGraphical abstract for this article
       
  • Synthesis of chiral quaternary fluorinated cyclic sulfamidates via
           palladium-catalyzed arylation with arylboronic acids
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Mu-Wang Chen, Xuechun Mao, Yue Ji, Jianjun Yuan, Zhihong Deng, Yiyuan PengAn enantioselective palladium-catalyzed arylation of fluorinated cyclic N-sulfonyl ketimines with arylboronic acids is described. This methodology provides an efficient and convenient route to chiral quaternary fluorinated cyclic sulfamidates in high yields with up to 99% ee.Graphical abstractGraphical abstract for this article
       
  • Graphical abstract TOC CONT’D
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s):
       
  • First asymmetric enantioselective total synthesis of phenanthridine
           alkaloid, (S)-(+)-asiaticumine and its enantiomer
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Takashi Nishiyama, Shuuya Takaiwa, Rika Kotouge, Satomi Tani, Rikako Yoshinaga, Erina Hamada, Mai Endo, Yuka Sugino, Noriyuki Hatae, Satoshi Hibino, Tominari ChoshiIn this study, the first asymmetric enantioselective total syntheses of (+)-asiaticumine A (2) and its enantiomer were accomplished through a seven-step sequence using the bond formation between the C4a and N5 positions of the phenanthridine framework based on the microwave-assisted electrocyclization of cyclohexenylbenzaldoxime methyl ether as an aza 6π-hexatriene system followed by the Sharpless asymmetric dihydroxylation as the key step. In addition, the absolute configuration of natural (+)-2 was determined to be S by Mosher’s method.Graphical abstractGraphical abstract for this article
       
  • Reinvestigation of the synthesis of “covalent-assembly” type probes
           for fluoride ion detection. Identification of novel
           7-(diethylamino)coumarins with aggregation-induced emission properties
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Valentin Quesneau, Benoît Roubinet, Pierre-Yves Renard, Anthony RomieuAn unprecedented C-3 functionalization of 4-(diethylamino)salicylaldehyde through a Friedel-Crafts type alkylation reaction has been discovered during the synthesis of “covalent-assembly”-based fluorescent probes for detection of fluoride ions. The resulting Friedel-Crafts adduct was successfully used for the preparation of two novel 8-substituted 7-(diethylamino)coumarin dyes. The photophysical study of these fluorophores has enabled us to highlight their remarkable aggregation-induced emission (AIE) properties characterized by a yellow-orange emission of aggregates in water. Therefore, 4-(tert-butyldimethylsilyloxy)benzyl substituent was identified as a novel AIE-active moiety which could be seen as a possible alternative to popular tetraphenylethylene (TPE).Graphical abstractGraphical abstract for this article
       
  • Simple and rapid p-methoxybenzylation of hydroxy and amide groups at room
           temperature by NaOt-Bu and DMSO
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Shohei Hamada, Koichi Sugimoto, Masashi Iida, Takumi FurutaThe p-methoxybenzylation of hydroxy and amide groups by p-methoxybenzyl chloride utilizing NaOt-Bu in DMSO is described. p-Methoxybenzylation of sterically hindered menthol using NaOt-Bu in DMSO proceeded faster than the commonly used methods which use NaH in THF or DMF for p-methoxybenzylation of hydroxy and amide groups. The described method was applicable for sterically hindered substrates at room temperature without adding any activating reagents such as tetrabutylammonium iodide.Graphical abstractGraphical abstract for this article
       
  • New approaches to the synthesis of benzo[h]pyrroloisoquinoline
           derivatives
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Anastasia A. Ershova, Anna D. Zinoveva, Tatiana N. Borisova, Alexander A. Titov, Alexey V. Varlamov, Leonid G. Voskressensky, Van Tuyen Nguyen, Tuan Anh LeAn effective strategy for the synthesis of benzo[h]pyrrolo[2,1-a]isoquinoline derivatives has been developed. The process can be described as a one-pot domino reaction that consists of an initial Michael addition, intramolecular cyclization, and subsequent transformations leading to the formation of the desired products. A wide range of structurally diverse hydrogenated benzo[h]pyrrolo[2,1-a]isoquinolines were obtained in 34–98% yield. This strategy represents an efficient catalyst-free procedure that allows the synthesis of previously inaccessible compounds.Graphical abstractGraphical abstract for this article
       
  • Studies towards the stereoselective total synthesis of Gliomasolide A
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s): Nagaraju Kare, Govinda Reddy Kundoor, Radha Krishna PalakodetyThe first synthetic approach towards the Gliomasolide A is described in 15 linear steps with 4% overall yield. The key steps in this approach are RCM protocol for the construction of 14-member macrolide, a Sharpless kinetic resolution, Keck and Brown’s allylations for the installation of desired stereocenters.Graphical abstractGraphical abstract for this article
       
  • Graphical abstract TOC
    • Abstract: Publication date: 28 November 2019Source: Tetrahedron Letters, Volume 60, Issue 48Author(s):
       
  • A hydrogen bond and strong electron withdrawing group lead to the
           formation of surprisingly stable, cyclic hemiaminals
    • Abstract: Publication date: Available online 11 November 2019Source: Tetrahedron LettersAuthor(s): Vishal Sharma, Arshad Mehmood, Benjamin G. Janesko, Eric E. SimanekHemiaminals are rarely stable, and usually arise during imine formation in the absence of acid using polar, aprotic solvents. Here, stable, cyclic hemiaminals from acidic or neutral ethanolic solutions are obtained. Using four 1,3-diketones (a–d) and four aromatic hydrazine derivatives (1–4), a hydrogen bond and strong electron withdrawing group (trifluoromethyl) are judged to be the two critical contributors to stability. Using resistance to dehydration as a surrogate for stability, these hemiaminals appear to be the most stable reported surviving in ambient, neat glacial acetic acid for long periods of time and requiring reflux for conversion to the corresponding pyrazole.Graphical abstractGraphical abstract for this article
       
  • An efficient and convenient route for the synthesis of
           thiophene-2-carboxamidines as potential inhibitors of nitric oxide
           synthase (NOS)
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): P.P. Rashid, Dharmendra Singh, Gangadhar J. SanjayanA mild and efficient synthesis of substituted thiophene-2-carboxamidines which are potent inhibitors of nitric oxide synthase (NOS) is reported herein. The key step involves reaction of a BOC-protected imidazolyl thiophene-2-carboxamidine reactive intermediate with various primary amines to form BOC-thiophene-2-carboxamidines which could be readily deprotected using TFA to furnish free carboxamidines. The method is very mild and tolerates diverse substituents including sensitive peptide and amino acid fragments. This new methodology represents a substantial improvement to the literature method owing to its simplicity and hassle-free purification procedures.Graphical abstractGraphical abstract for this article
       
  • Graphical abstract TOC
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s):
       
  • Corrigendum to ‘The dodecahedryl anion’ [Tetrahedron Lett. 32(45)
           (1991) 6529–6532]
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Leo A. Paquette, Dean R. Lagerwall, John L. King, Satomi Niwayama
       
  • Corrigendum to “Electrophilic chemistry of dodecahedran. Direct entry to
           epoxydodecahedrane and the first tethered derivative” [Tetrahedron Lett.
           32/39 (1991) 5259–5262]
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Leo A. Paquette, Dean R. Lagerwall, John L. King, Satomi Niwayama, Renato Skerlj
       
  • Synthesis of the ABCD fragment of gymnocin-B
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Takeo Sakai, Kohei Hata, Yuki Kitamura, Renji Ishibashi, Yuji MoriA convergent synthesis of the ABCD fragment of gymnocin-B was accomplished. The tetracyclic ether ring system was synthesized by the construction of the BC ring system via the oxiranyl anion alkylation and ring expansion reaction, followed by the formation of the five-membered A-ring via a stereoselective radical cyclization reaction of a neopentyl-type iodide.Graphical abstractGraphical abstract for this article
       
  • Synthesis of novel 1,2,3-triazolyl nucleoside analogues bearing uracil,
           6-methyluracil, 3,6-dimethyluracil, thymine, and quinazoline-2,4-dione
           moieties
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Olga V. Andreeva, Maya G. Belenok, Liliya F. Saifina, Marina M. Shulaeva, Alexey B. Dobrynin, Radmila R. Sharipova, Alexandra D. Voloshina, Alina F. Saifina, Aidar T. Gubaidullin, Bulat I. Khairutdinov, Yuriy F. Zuev, Vyacheslav E. Semenov, Vladimir E. KataevA series of novel 1,2,3-triazolyl nucleoside analogues was synthesized via the CuAAC reaction of N1-alkynyl uracil, 6-methyluracil, 3,6-dimethyl uracil, thymine and quinazolin-2,4-dione with protected azido β-d-ribofuranose. The obtained compounds differ in both the nature of the pyrimidine-2,4-dione fragment and the length of the polymethylene linker connecting it with the β-d-ribofuranosyl-1,2,3-triazol-4-yl moiety. The 1,2,3-triazolyl nucleoside analogues were evaluated for their cytotoxicity in vitro.Graphical abstractGraphical abstract for this article
       
  • Enzyme-mediated oxidative dimerization reactions of cyano-resveratrol
           analogues
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Zhibo Shao, Xiaodong Kang, Hongpeng Li, Lu Ran, Wenling LiThe synthesis and oxidative coupling reactions of two cyano-resveratrol analogues were studied. An 8-5-coupled dihydrobenzofuran-type dimer and an 8-8-coupled diastereoisomeric indane mixture were prepared. The cyano groups of the resveratrol analogues had almost no influence on the regio- or stereoselectivity of the coupling reactions of the two precursors.Graphical abstractGraphical abstract for this article
       
  • A one-pot and three-component synthetic approach for the preparation of
           asymmetric and multi-substituted 1,4-dihydropyrazines
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Fariba Peytam, Mehdi Adib, Reihaneh Shourgeshty, Mahmoud Rahmanian-Jazi, Mehdi Jahani, Bagher Larijani, Mohammad MahdaviAn efficient, one-pot and three-component synthesis of a new series of 2-acyl-3,4,6-triaryl-1,4-dihydropyrazines is described. This two-step strategy involves treatment of phenacyl bromides and anilines to give the nucleophilic substitution intermediate followed by Michael-addition-cyclization to α-azidochalcones to afford the title compounds in high yields.Graphical abstractGraphical abstract for this article
       
  • Graphical abstract TOC cont’d
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s):
       
  • Mechanical movement of the novel sailboat-shaped molecular switches and
           their unique fluorescence behaviours in rotation
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Shilong Zhang, Qianming Wang, Qijian Zhu, Mujuan Cheng, Xin Lin, Cuiying Huang, Lasheng JiangIn this paper we focus on the design, synthesis, characterization, kinematic analysis and fluorescent properties of two novel sailboat-shaped self-complexes. Bearing a secondary ammonium rotor, acid and base can convert their decomplexation/recomplexation states that they are capable of mimicking the function played by a macroscopic electronic switch. The dynamic processes of these self-complexes have been investigated through 1H NMR and emission spectra in solution. Owing to through-space energy transfer (FRET), one of them performing a reversible intensity in fluorescence during the dynamic motion. Such finding may be bode well for the future construction of luminescent chemosensors in supramolecular fields.Graphical abstractIn this paper we focus on the design, synthesis, characterization, kinematic analysis and fluorescent properties of two novel sailboat-shaped self-complexes. Bearing a secondary ammonium rotor, acid and base can convert their decomplexation/recomplexation states that they are capable of mimicking the function played by a macroscopic electronic switch. The dynamic processes of these self-complexes have been investigated through 1H NMR and emission spectra in solution. Owing to through-space energy transfer (FRET), one of them performing a reversible intensity in fluorescence during the dynamic motion. Such finding may be bode well for the future construction of luminescent chemosensors in supramolecular fields.Graphical abstract for this article
       
  • A highly divergent Pictet-Spengler approach for pyrrolo[1,2-a]quinoxalines
           from aryl amine using 1,2-dinitrobenzene as an oxidant
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Sachin D. Pardeshi, Bhausaheb N. Patil, Prashant Patil, Atul C. ChaskarA convenient Pictet-Splengler approach for the synthesis of substituted pyrrolo[1,2-a]quinoxalines from aryl amine and 1-(2-aminoaryl)-pyrrole has been developed. This is the first domino protocol involving formation of benzaldehyde as an intermediate from benzyl amines and benzyl alcohols using 1,2-DNB as an oxidant, followed by its endo cyclization with 1-(2-aminophenyl)-pyrrole to furnish the pyrrolo[1,2-a]quinoxalines. Notably, this procedure exhibits good functional group tolerance as well as good to moderate yield of pyrrolo[1,2-a]quinoxaline.Graphical abstractGraphical abstract for this article
       
  • Synthesis of tris-tertiary amine CycloTriVeratrilene (TACTV) derivatives
           as water soluble pre-organized three aromatic ring containing molecular
           scaffolds for the construction of protein mimics
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Ondřej Longin, Helmus van de Langemheen, Susan Gannon, David Ward, Rob M.J. LiskampThe synthesis of water soluble highly pre-organized Tris-tertiary Amine CycloTriVeratrilene (TACTV) derivatives was developed. A semi-orthogonally protected derivative allowed one pot sequential introduction of different peptide loops toward the molecular construction of synthetic antibody protein mimics.Graphical abstractGraphical abstract for this article
       
  • A practical asymmetric synthesis of ortho-substituted
           4-pyrazolyl-2-ethylamines
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Donogh J.R. O'Mahony, Russell J. Johnson, M. Angels Estiarte, William T. Edwards, Matthew A.J. DunctonA reliable three-step synthesis of ortho-substituted 4-pyrazolyl-2-ethylamines starting from a pyrazole methyl ketone and N-tert-butanesulfinylamine is described. Strongly dehydrating conditions were required to form the N-tert-butanesulfinyl ketimines, but these intermediates were stable to aqueous work-up and chromatography. Reduction of N-tert-butanesulfinyl ketimines with L-selectride®, or Super-hydride®, in THF afforded excellent yields and diastereoselectivities of the sulfinamides, which were converted into chiral amines with methanolic HCl. The 4-pyrazolyl-2-ethylamines from these investigations are attractive building blocks for medicinal chemists, as they exhibit low molecular weight, and low calculated octanol-water partition coefficient (c Log P values), while disrupting planarity with three-dimensional character. For example, the amine products were utilized in structure-activity studies of the human transient receptor potential vanilloid 1 (TRPV1/VR1).Graphical abstractGraphical abstract for this article
       
  • Triphenylamine or carbazole-based benzothiadiazole luminophors with
           remarkable solvatochromism and different mechanofluorochromic behaviors
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Hai-feng He, Xuan-tao Shao, Li-li Deng, Jia-xin Zhou, Yuan-yuan Zhu, Hong-ying Xia, Liang Shen, Feng ZhaoTwo triphenylamine or carbazole-based benzothiadiazole luminophors have been successfully synthesized and characterized. Interestingly, both the donor-acceptor-donor (D-A-D) type compounds 1 and 2 exhibited remarkable solvatochromism behavior. In addition, luminogen 1 showed reversible mechanochromism phenomenon involving red-shifted fluorescent color transformation from yellow to red. However, luminogen 2 showed switchable mechanochromism behavior involving blue-shifted fluorescent color change from yellow to yellow-green.Graphical abstractGraphical abstract for this article
       
  • Recent topics of gold catalyst featuring Z-type ligands
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s): Ryo Murakami, Fuyuhiko InagakiIn the long history regarding the development of the transition metal-catalyzed reactions, almost all ligands in metals are classified as the covalent X-type and/or dative L-type ligands. Therefore, exploring the reactivity of the metal complexes bearing the σ-acceptor, i.e., the Z-ligand, is required. This digest briefly describes our recent results regarding 1) the syntheses of gold complexes featuring the Z-type ligand, and 2) their catalytic reactions, which would be speculated that the electron-withdrawing effect of the Z-ligand on the neighboring gold activated the catalytic reactivity due to the increase in the Lewis acidity.Graphical abstractGraphical abstract for this article
       
  • Graphical abstract TOC
    • Abstract: Publication date: 21 November 2019Source: Tetrahedron Letters, Volume 60, Issue 47Author(s):
       
  • Threonine-derived Thioureas as Bifunctional Organocatalysts for
           Enantioselective Michael Addition
    • Abstract: Publication date: Available online 8 November 2019Source: Tetrahedron LettersAuthor(s): Zhi Zheng, Jian Lin, Yang Sun, Suoqin ZhangA series of threonine-derived thioureas were developed through the facile modification of L-threonine chiral scaffold. The enantioselective efficiency were evaluated in the catalytic asymmetric Michael addition of 2-hydroxy-1,4-naphthoquinone to nitroalkenes, which afforded the chiral nitroalkylated naphthoquinone derivatives in high yields (up to 93%) and enantio-selectivities (up to 99% ee) under low catalyst loading (3 mol%).Graphical abstractGraphical abstract for this article
       
  • Synthesis of new quinazoline-containing hydroxamic acids as potential
           HDAC/VEGFR inhibitors. Unusual rearrangements with pyrrolidone ring
           opening and dehydration of 3-N-hydroxyquinazoline fragment containing
           tetracycles
    • Abstract: Publication date: Available online 7 November 2019Source: Tetrahedron LettersAuthor(s): Anton V. Kolotaev, Karine R. Matevosyan, Vasiliy N. Osipov, Derenik S. KhachatryanSynthesis pathways were developed and new hydroxamic acids were obtained as potential inhibitors of HDAC/VEGFR2, including tetracycles containing quinazolinone fragment as a “cap”. Further biological testing of the obtained compounds will give an opportunity to estimate the real prospects of the chosen research direction.Graphical abstractGraphical abstract for this article
       
  • Pyrrole Ring Opening – Pyridine Ring Closure: Recyclization of
           2-(2-oxo-1,2-dihydro-3H-pyrrol-3-ylidene)malononitriles into Highly
           Functionalized Nicotinonitriles
    • Abstract: Publication date: Available online 7 November 2019Source: Tetrahedron LettersAuthor(s): Angelina G. Milovidova, Mikhail Yu. Belikov, Mikhail Yu. Ievlev, Oleg V. Ershov, Oleg E. Nasakin, Viktor.A. TafeenkoA series of novel N,N-dialkyl-2-amino-3-cyanoisonicotinamides were synthesized in good to high yields (61-84%) via the reaction of 2-(5-aryl-2-oxo-1H-pyrrol-3(2H)-ylidene)malononitriles and amines according to the ANRORC process. The developed approach represents a novel method for the synthesis of functionalized nicotinonitriles.Graphical abstractGraphical abstract for this article
       
  • A novel pyrimidine forming cyclization
    • Abstract: Publication date: Available online 7 November 2019Source: Tetrahedron LettersAuthor(s): Ruben Leenders, Marc van de Sande, Jean-François BonfantiA novel reaction giving easy access to 5-bromopyrimidines via the cyclization of 1,2-dibromoenones and amidines is described.Graphical abstractGraphical abstract for this article
       
  • Phlegmadines B and C, Two Lycopodium Alkaloids with 6/5/5/5/7 Pentacyclic
           Skeleton from Phlegmariurus phlegmaria
    • Abstract: Publication date: Available online 7 November 2019Source: Tetrahedron LettersAuthor(s): Zhi-Jun Zhang, Qin-Feng Zhu, Xing-De Wu, Qin-Shi ZhaoTwo Lycopodium alkaloids named phlegmadines B (1) and C (2), along with biogenetically related known compounds 3−6, were obtained from Phlegmariurus phlegmaria. Their structures were elucidated based on NMR spectroscopic analysis, and the absolute configuration of 1 was determined by single-crystal X-ray diffraction. Compounds 1 and 2 represent the first pentacyclic (6/5/5/5/7) C16N2 Lycopodium alkaloid skeleton. In addition, a possible biosynthetic pathway for 1 and 2 was proposed. Moreover, compound 1 exhibited moderate neurotrophic effects on PC12 cells.Graphical abstractGraphical abstract for this article
       
  • Sterically crowded diphosphines bearing ethynylene and 1,2-phenylene
           linkers
    • Abstract: Publication date: Available online 7 November 2019Source: Tetrahedron LettersAuthor(s): Shigeru Sasaki, Kiyotoshi Kato, Kohji Sasaki, Masaaki YoshifujiTwo diphosphines bearing an ethynylene and a 1,2-phenylene linkers between the sterically crowded triarylphosphine moieties have been synthesized by employing Sonogashira and Suzuki-Miyaura couplings as key reactions, respectively. Intramolecular interactions between the two phosphine moieties were studied by UV-Vis spectroscopy and cyclic voltammetry. The UV-Vis spectrum of the ethynylene bridged diphosphine exhibits visible absorption in longer wavelength than that of the 1,2-phenylene bridged derivative reflecting lower LUMO spreading over the diphenylacetylene moiety. On the other hand, the cyclic voltammogram of the 1,2-phenylene bridged diphosphine shows larger difference of the first and the second oxidation potentials reflecting larger positive charge repulsion upon oxidation. The trend observed in the UV-Vis absorptions is similar to that of the structurally related diamines, whereas the voltammograms show the opposite trend, or dependence on the distance between the redox centers, reflecting the limited π-conjugation of the triarylphosphines.Graphical abstractGraphical abstract for this article
       
  • I2/TBHP mediated multiple C-H bonds functionalization of azaarenes with
           methylarenes to synthesize iodoisoquinolinones via
           iodination/N-benzylation/ amidation sequence
    • Abstract: Publication date: Available online 6 November 2019Source: Tetrahedron LettersAuthor(s): Wen-Kun Luo, Cong-Ling Xu, Luo YangAn oxidative multi-functionalization of azaarenes with benzylic C-H bonds of methylarenes via iodination/N-benzylation/amidation cascade, to produce N-benzyl-4-iodoisoquinolin-1(2H)-ones and N-benzyl-3-iodoquinolin-2(1H)-ones is developed. The molecular iodine plays a triple role in activating benzylic sp3 C-H bond of methylbenzenes, accelerating the oxidation process and serving as iodination reagent. This reaction utilizes cheap and readily available azaarenes and methylarenes as starting materials and proceeds under metal-free conditions to construct C-I, C-N and C=O bonds consecutively and afford iodo(iso)quinolinones efficiently.Graphical abstractGraphical abstract for this article
       
  • Silver catalyzed proto- and sila-Nakamura-type α-vinylation of silyl enol
           ethers with dichloroacetylene. Divergent formation of stereochemically
           pure tri- and tetrasubstituted olefins
    • Abstract: Publication date: Available online 6 November 2019Source: Tetrahedron LettersAuthor(s): Lun Li, Kimberly A. Wasik, Brian J. Frost, Laina M. GearyThe silver-catalyzed reaction of silyl enol ethers with dichloroacetylene (DCA) is described. When DCA was used as a solution in diethyl ether, we found that the silyl group was transferred to the vinyl group, resulting in stereochemically pure tetrasubstituted olefins. However, when DCA was used as a solution in the more polar acetonitrile, protonation was the major pathway, and trisubstituted olefins were the dominant products.Graphical abstractGraphical abstract for this article
       
  • Unexpected outcome of the Zn(OTf)2-catalyzed arylhydrazination of alkanoyl
           propargylamines: rapid entry into 1-(arylamino)imidazoles
    • Abstract: Publication date: Available online 6 November 2019Source: Tetrahedron LettersAuthor(s): Tatiana Vedekhina, Alexei Lukin, Mikhail KrasavinWhen attempting to extend the Zn(OTf)2-catalyzed hydrazination of propargylic amides (en route to Fischer indoles) to alkanoic propargylamides, it was discovered that after the initial hydrazination event, the respective N-anilinoimidazoles are obtained. The use of stoichiometric ZnCl2 as the promoter still gave the Fischer indole product. The unexpected reaction outcome was attributed to the overly high electrophilicity of the alkanoic carboxamide carbon atom.Graphical abstractGraphical abstract for this article
       
  • Design and Synthesis of a Phenyl C-Glycoside Derivative of Spliceostatin A
           and its Biological Evaluation toward Prostate Cancer Treatment
    • Abstract: Publication date: Available online 6 November 2019Source: Tetrahedron LettersAuthor(s): Yusuke Yoshikawa, Airi Ishibashi, Kenichi Murai, Yasufumi Kaneda, Keisuke Nimura, Mitsuhiro ArisawaWe designed and synthesized a novel phenyl C-glycoside analogue of Spliceostatin A, which is potent splicing inhibitor and has anti-cancer activities. We successfully synthesized its right phenyl C-glycoside sugar fragment in shorter steps compared to previous synthetic methods for Spliceostatin A and revealed an appropriate fragment combination with a Julia-coupling reaction. Regarding biological activity, the Ph-C-glycoside analogue of Spliceostatin A showed repressed cell proliferation in three prostate cancer cell lines and suppressed AR-V7 expression.Graphical abstractGraphical abstract for this article
       
  • Violet/deep-blue fluorescent organic light-emitting diode based on
           high-efficiency novel carbazole derivative with large torsion angle
    • Abstract: Publication date: Available online 5 November 2019Source: Tetrahedron LettersAuthor(s): Xiaoting Feng, Xiaozhen Wei, Mengna Yin, Yanqin Miao, Peng TaoA novel and highly efficient violet/deep-blue fluorescent carbazole and naphthalene-based compound (1) is designed and synthesized. The compound shows intensive violet/deep-blue fluorescence, high photoluminescence efficiency (0.72 in CH2Cl2, 0.65 in film) and narrow full width at half maximum (48 nm). The large torsion angles between carbazole and naphthalene guarantee the weak intermolecular interactions and suppress the π-π interactions in solid state, resulting in the highly efficient violet/deep-blue fluorescence. The maximum emission peak, luminance and external quantum efficiency for violet/deep-blue electroluminescence are 410 nm, 1326 cd/m2 and ~2%, respectively.Graphical abstractGraphical abstract for this article
       
  • Ketene dithioacetals in Organic Synthesis
    • Abstract: Publication date: Available online 5 November 2019Source: Tetrahedron LettersAuthor(s): Lifeng Huang, Jinjing Wu, Jingang Hu, Yicheng Bi, Dayun HuangKetene dithioacetals were widely used in organic reactions. Herein, recent advances were summarized as five categories according to their triggered mechanisms: (1) nucleophilic enethiols; (2) formation of C-Pd-SR intermediates; (3) C-S bond cleavage; (4) substitution of SR; (5) reactions of the double bond. Reactions with alkanes, alkenes, alkynes, aldehydes, isocyanides, indonium ylides et al were discussed. We hope this review will promote future research in this area.Graphical abstractGraphical abstract for this article
       
  • Scholarinine A, a N 3 type caged-monoterpene indole alkaloid as Cav3.1
           T-type calcium channel inhibitor from Alstonia scholaris
    • Abstract: Publication date: Available online 5 November 2019Source: Tetrahedron LettersAuthor(s): Rui Zhan, Shu-Zong Du, Zhi-Hang Duan, Yin Nian, Ye-Gao ChenScholarinine A (1), a new N3-type caged monoterpene indole alkaloid was isolated from the branches and leaves of Alstonia scholaris. Structually, 1 is featured by unique 6/5/6/5/5/6 carbocyclic skeleton bearing a novel imidazolidine ring E. The structure of 1 was determined by extensive spectroscopic analyses and X-ray crystallography. Biological studies exhibited that compound 1 is a potent Cav3.1 T-type calcium channel inhibitor with an IC50 value of 4.28 μM. In addition, 1 enhanced the neurite outgrowth of nerve growth factor (NGF) mediated PC12 cells at 10 μM.Graphical abstractGraphical abstract for this article
       
  • Practical synthesis of Vistusertib (AZD2014), an ATP competitive mTOR
           inhibitor
    • Abstract: Publication date: Available online 5 November 2019Source: Tetrahedron LettersAuthor(s): Guobing Shen, Miaoqing Liu, Jianjun Lu, Tao MengVistusertib (AZD2014) is a potent, selective inhibitor of mTOR kinase. Prompted by its fascinating biological activity, an efficient and practical synthesis of Vistusertib has been developed from 3-acetylbenzoic acid through six steps in 48% overall yield.Graphical abstractGraphical abstract for this article
       
  • PhI(OAc)2-Mediated Oxidative C-H Sulfoximination of Imidazopyridines under
           Mild Conditions
    • Abstract: Publication date: Available online 5 November 2019Source: Tetrahedron LettersAuthor(s): Nannan Luan, Zhenwei Liu, Shuaijun Han, Linhua Shen, Jingya Li, Dapeng Zou, Yangjie Wu, Yusheng WuA facile protocol for direct oxidative C-N bond coupling of unactivated imidazo[1,2-a]pyridines with NH-sulfoximines was disclosed using sulfoximines as the nitrogen sources in the presence of (diacetoxy)iodobenzene (PhI(OAc)2). The reaction proceeded smoothly under air without any metal catalyst to give a series of C-3 sulfoximidoyl-functionalized imidazo[1,2-a]pyridines products regioselectively.Graphical abstractGraphical abstract for this article
       
  • Direct Synthesis of 3-Arylquinolines by a Nano Pd-Catalyzed Regioselective
           C3-H Arylation of Quinolines
    • Abstract: Publication date: Available online 5 November 2019Source: Tetrahedron LettersAuthor(s): Abhijit Paul, Aditya Paul, Somnath Yadav3-Arylquinolines are biologically and medicinally very important compounds. Direct and regioselective C3-H arylation offers a straight forward methodology for their synthesis. In this work, we report their synthesis by a Pd nanoparticle catalyzed reaction with aryliodonium salts as the arylating agent in the presence of stoichiometric oxidant Cu(OAc)2. The reaction works with different quinolines and diaryliodonium salts with both electron donating and electron withdrawing groups. The advantage of the methodology is that it does not require any ligand and the catalyst also is recoverable and recyclable.Graphical abstractGraphical abstract for this article
       
  • Improved Synthesis of Natural Isomeric Naphthoxanthenones
    • Abstract: Publication date: Available online 4 November 2019Source: Tetrahedron LettersAuthor(s): Julian Barrera, Edwin Patiño, Felipe Otálvaro5-methoxy-1H-naphtho[2,1,8-mna]xanthen-1-one (1) and 5-methoxy-3H-naphtho[2,1,8-mna]xanthen-3-one (musafluorone 2), a pair of positional isomers isolated from Wachendorfia thyrsiflora and Musa acuminata, were synthesized in six steps in an overall yield of 53 % and 59 % starting from the corresponding methoxyphenalenones and employing an acid mediated cyclocondensation strategy. Preliminary assays demonstrated the intercalation ability of compounds 1 and 2 into DNA.Graphical abstractGraphical abstract for this article
       
  • Regio- and stereoselective synthesis of polysubstituted
           5-hydroxypyrrolidin-2-ones from 3-alkoxysuccinimides
    • Abstract: Publication date: Available online 4 November 2019Source: Tetrahedron LettersAuthor(s): Fabio M. da Silva, Andreia M.P.W. da Silva, Mateus Mittersteiner, Valquiria P. Andrade, Estefania da C. Aquino, Helio G. Bonacorso, Marcos A.P. Martins, Nilo ZanattaThe synthesis of 4-ethoxy-5-hydroxypyrrolidin-2-ones and 6-hydroxyhexahydro-4H-furo[2,3-c]pyrrol-4-ones — through the regio- and stereoselective reduction of the corresponding 3-alkoxysuccinimides — is described. The reaction used NaBH4 at low temperatures and short reaction times, providing products with yields of up to 77%. The stereoselectivity was highly influenced by both alkoxy and the N-moiety in the starting succinimide.Graphical abstractGraphical abstract for this article
       
  • The Total Syntheses of JBIR-94 and Two Synthetic Analogs and Their
           Cytotoxicities Against A549 (CCL-185) Human Small Lung Cancer Cells
    • Abstract: Publication date: Available online 4 November 2019Source: Tetrahedron LettersAuthor(s): Cathy L. Mangum, Mica B. Munford, Alyssa B. Sam, Sandra K. Young, Jeremy T. Beales, Yagya Prasad Subedi, Chad D. Mangum, Tanner J. Allen, Miranda S. Liddell, Andrew I. Merrell, Diana I. Saavedra, Becky J. Williams, Nicole Evans, Joseph L. Beales, Michael A. ChristiansenWe here disclose the total syntheses of the natural polyphenol JBIR-94 and two nonnatural analogs, whose structures are of interest for their bioactivity potential as radical scavengers. Although we initially attempted this by dually acylating both of putrecine’s amine nitrogens in a single pot, our endeavors with this method (which has been successfully reported by other groups) proved ineffectual. We accordingly opted for the lengthier approach of acylating each amine individually, which gratuitously prevailed and also aligns with separate literature precedent. Moreover, we here share our analysis of these target compounds’ cytotoxicities and IC50 values against A549 (CCL-185) human small lung cancer cells.Graphical abstractGraphical abstract for this article
       
  • Copper(I) Catalysed Direct Synthesis of 2-Methylene-4-Chromanols
    • Abstract: Publication date: Available online 4 November 2019Source: Tetrahedron LettersAuthor(s): Debayan Sarkar, Sagarika BeheraA copper catalyzed atom-economic synthesis of 2-methylene-4-chromanols has been described. The 2-methylene-4-chromanols act as an important entry points to a large section of biologically active motifs. The reaction delivers a wide substrate scope with moderate to excellent yields with substituted alkynes and in presence of unprotected alcoholic functionalities to deliver the 2-(2-hydroxy alkylidene)chroman-4-olsGraphical abstractGraphical abstract for this article
       
  • Fusopoltides B–E, new polyketides isolated from Fusarium
           solani
    B-18
    • Abstract: Publication date: Available online 4 November 2019Source: Tetrahedron LettersAuthor(s): Nanang Rudianto Ariefta, Hasna Tazkia Nikmawahda, Takuya Koseki, Yoshihito ShionoFour new polyketides, fusopoltides B–E, were isolated, along with four known compounds, from Fusarium solani B-18 cultured on brown-rice. Fusopoltide B is a diastereomer of its co-isolated known compound, fusopoltide A, featuring a pentaleno[1,2-c]pyran ring system. Fusopoltide C and fusopoltides D–E are incorporated the first natural polyketides featured decahydro-pentaleno[1,2-c]pyran and pentaleno[1,2-c]furan ring systems, respectively. The structural assignments were established using comprehensive spectroscopic techniques, the modified Mosher's ester method, and electronic circular dichroism (ECD) calculations.Graphical abstractGraphical abstract for this article
       
  • Needle-Like Supramolecular Amphiphilic Assembly Constructed by the
           Host–Guest Interaction between Calixpyridinium and Methotrexate Disodium
           
    • Abstract: Publication date: Available online 4 November 2019Source: Tetrahedron LettersAuthor(s): Kui Wang, Mi-Ni Wang, Qi-Qi Wang, Yu-Xin Feng, Yue Wu, Si-Yang Xing, Bo-Lin Zhu, Ze-Hao ZhangIn this work, the host–guest interaction between calixpyridinium and the anionic anticancer drug methotrexate disodium was explored in water. Unexpectedly, an interesting anisotropic needle-like rather than an ordinary isotropic spherical supramolecular amphiphilic assembly was fabricated by the complexation of calixpyridinium with methotrexate disodium. It is the second anionic guest to be discovered to form the non-spherical supramolecular assembly upon complexation with calixpyridinium. This discovery implies the possibility to construct various topological nanostructures based on the host–guest interactions between calixpyridinium and the anionic drugs in the future. The resulting calixpyridinium–drug assemblies with different morphologies may have the diverse potentials to adjust the efficacies of anionic drugs.Graphical abstractGraphical abstract for this article
       
  • A facile and efficient method for synthesis of β-iodocarboxylates
           from terminal epoxides
    • Abstract: Publication date: Available online 4 November 2019Source: Tetrahedron LettersAuthor(s): Ye-Fu Zhu, Bo-Le Wei, Wen-Qiong Wang, Li-Jiang XuanA facile and efficient method has been developed for synthesis of β-iodocarboxylates in the presences of Ph3P/I2. Starting from epoxides, a series of β-iodocarboxylate compounds can be directly obtained in toluene media with excellent yields. Moreover, the method was successfully applied for the late-stage modification of natural products, such as isosteviol and vincamine derivatives, achieving the corresponding β-iodocarboxylates in good yields.Graphical abstractGraphical abstract for this article
       
  • Malacinones A and B, two novel sesquiterpenoids with 6/6/5 tricyclic ring
           system from the agarwood of Aquilaria malaccensis
    • Abstract: Publication date: Available online 3 November 2019Source: Tetrahedron LettersAuthor(s): Chi Thanh Ma, Eunji Cho, Huy Truong Nguyen, Bo Wu, Thi Hong Van Le, Ki Bong Oh, Sung Won Kwon, Minh Duc Nguyen, Jeong Hill ParkTwo novel cadinane-type sesquiterpenoids, named as malacinones A (1) and B (2), with an unprecedented tricyclic 6/6/5 ring system have been isolated from the agarwood of Aquilaria malaccensis. Their structures were elucidated by the various spectroscopic data (IR, MS, 1D, and 2D NMR) analysis and the absolute configurations were determined by the electronic circular dichroism (ECD) spectroscopic data analysis. A plausible biosynthetic pathway of malacinones A and B was proposed.Graphical abstractGraphical abstract for this article
       
  • Regiocontrolled palladium-catalyzed direct C2-arylations of Methoxalen
           using benzenesulfonyl chlorides and C2,C3-diarylations using aryl bromides
           as the aryl sources
    • Abstract: Publication date: Available online 2 November 2019Source: Tetrahedron LettersAuthor(s): Haoran Li, Thierry Roisnel, Jean-François Soulé, Henri DoucetConditions for the regioselective palladium-catalyzed direct C2-arylation and C2,C3-diarylation of Methoxalen are described. The use of benzenesulfonyl chlorides as the coupling partner allowed control of the regioselectivity of the arylation in favor of the C2 carbon of Methoxalen. This method tolerates a variety of substituents on the benzenesulfonyl chloride derivative. Notably, 2-, 3-, and 4-bromobenzenesulfonyl chlorides and 4-iodobenzenesulfonyl chloride were coupled with Methoxalen without cleavage of the C-Br or C-I bonds. Conversely, the use of an excess amount of aryl bromides as the aryl source provides access to C2,C3-diarlyated Methoxalenes.Graphical abstractGraphical abstract for this article
       
  • Synthesis of both enantiomers of the docosahexaenoic acid ester of
           13-hydroxyoctadecadienoic acid (13-DHAHLA)
    • Abstract: Publication date: Available online 1 November 2019Source: Tetrahedron LettersAuthor(s): Anders Vik, Trond Vidar Hansen, Ondrej KudaRecently, several different classes of endogenous lipids have been reported that display antidiabetic and anti-inflammatory effects. Due to their minute presence in human samples, access to synthetic material of each enantiomer becomes necessary for exact structural elucidation and extensive biological evaluation. Herein we report the multi-milligram synthesis of both enantiomers of the docosahexaenoic acid ester of 13-hydroxyoctadecadienoic acid (13-DHAHLA) from commercially available starting materials.Graphical abstractGraphical abstract for this article
       
  • Advances in amide and thioamide assisted C(sp3)-H
           functionalization
    • Abstract: Publication date: Available online 1 November 2019Source: Tetrahedron LettersAuthor(s): Peng Wen Tan, Jayasree SeayadC-H activation is gaining substantial attention from synthetic and process chemists in recent years. Regio- and stereo-selective C–H functionalization particularly facilitated by carboxylic acids and derivatives as directing groups has been progressing to an extent that this transformation could be conceived as one of the steps to assemble molecules in modern retrosynthetic analysis. This digest paper covers the most recent developments in C(sp3)-H functionalization using carboxylic acid derivatives such as amides or thioamides as a directing group and highlights new reaction discoveries and applications. The content of this review is organized based on the types of directing groups and the mechanism by which the C(sp3)-H bond is believed to be activated.Graphical abstractGraphical abstract for this article
       
  • A modified approach for the site-selective direct C-6 arylation of
           benzylated uracil
    • Abstract: Publication date: Available online 1 November 2019Source: Tetrahedron LettersAuthor(s): Bhaskaran Savitha, Eeda Koti Reddy, C.S. Ananda Kumar, Ranjith P. Karuvalam, M. Syed Ali Padusha, Vasiliy A. Bakulev, Kereyagalahally H. Narasimhamurthy, Ayyiliath M. Sajith, Muthipeedika Nibin JoyAn efficient methodology is reported for the regioselective C-6 arylation of protected uracil via the palladium catalyzed C-H functionalization of 1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione with (hetero)aryl halides and boronic acids. Utilization of the Pd(OAc)2/Xantphos catalytic system with a stoichiometric amount of CuI and DBU as the base was vital for the success of this protocol. The methodology is facile and compatible with aryl bromides, iodides and boronic acids and hence affords broad substrate scope and diversity.Graphical abstractGraphical abstract for this article
       
  • Naturally Occurring Antitubercular Cyclic Peptides
    • Abstract: Publication date: Available online 1 November 2019Source: Tetrahedron LettersAuthor(s): Shengping Zhang, Iman Kavianinia, Margaret A. BrimbleThe antibiotic pipeline has failed to keep pace with the rise of multidrug resistant tuberculosis and extensively drug-resistant tuberculosis pathogens. Naturally occurring peptides provide a rich source of lead compounds for developing novel pharmaceuticals with high selectivity and potency. Given the vast number of naturally-occurring bioactive cyclic peptides identified so far, the following digest highlights several cyclic peptides, discovered in the preceding decade, that exhibit promising activity against Mycobacterium tuberculosis.Graphical abstractGraphical abstract for this article
       
 
 
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