Synthesis of acetylenic and 1,2,3-triazolyl analogs of fusidic acid

被引:0
|
作者
Salimova, E. V. [1 ]
Parfenova, L. V. [1 ]
机构
[1] Russian Acad Sci, Inst Petrochem & Catalysis, Ufa Fed Res Ctr, 141 Prosp Oktyabrya, Ufa 450075, Russia
关键词
fusidic acid; azide-alkyne cycloaddition reaction; Sonogashira coupling; Cadiot-Chodkiewicz coupling; cross-coupling of terminal alkynes; ENANTIOSELECTIVE ADDITION; STEREOSELECTIVE-SYNTHESIS; ORGANOZINC REAGENTS; CARBONYL-COMPOUNDS; DIETHYLZINC; BISPIDINE; CATALYSTS; LIGANDS; COMPLEX; AMINODIOLS;
D O I
10.1007/s11172-024-4354-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In continuation of our studies on modification of fusidane triterpenoids, the alkynyl moieties were introduced into fusidic acid to synthesize new compounds promising as antimicrobial and antitumor agents. Transformations of the triple bond via the CuI-catalyzed reactions afforded new 1,2,3-triazoles as well as mono- and diacetylenic derivatives.
引用
收藏
页码:2309 / 2315
页数:7
相关论文
共 50 条
  • [31] Synthesis of 1,2,3-Triazolyl Nucleoside Analogs as Potential Anti-Influenza A (H3N2 Subtype) Virus Agents
    Elayadi, Hanane
    Smietana, Michael
    Vasseur, Jean J.
    Balzarini, Jan
    Lazrek, Hassan B.
    ARCHIV DER PHARMAZIE, 2014, 347 (02) : 134 - 141
  • [32] Design, Synthesis, and Immunological Evaluation of Benzyloxyalkyl-Substituted 1,2,3-Triazolyl α-GalCer Analogues
    Verma, Yogesh Kumar
    Reddy, Bonam Srinivasa
    Pawar, Mithun S.
    Bhunia, Debabrata
    Kumar, Halmuthur M. Sampath
    ACS MEDICINAL CHEMISTRY LETTERS, 2016, 7 (02): : 172 - 176
  • [33] Study of plant coumarins. 12*. Synthesis of 2-(1,2,3-triazolyl)-modified furocoumarins
    Lipeeva, A. V.
    Shults, E. E.
    Makhneva, E. A.
    Shakirov, M. M.
    Tolstikov, G. A.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (04) : 551 - 560
  • [34] Synthesis of 2-(1,2,3-Triazolyl)benzamide Derivatives by a Copper(I)-Catalyzed Multicomponent Reaction
    Hayeebueraheng, Abdulhakim
    Kaewmee, Benyapa
    Rukachaisirikul, Vatcharin
    Kaeobamrung, Juthanat
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (45) : 6714 - 6721
  • [35] Synthesis of some new monocyclic β-lactams containing 2-phenyl-1,2,3-triazolyl
    Yan, Q
    Shao, L
    Liu, FM
    Xie, ZF
    Sun, WF
    Li, F
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (09) : 1129 - 1132
  • [36] Synthesis and antibacterial activities of N-substituted-glycinyl 1H-1,2,3-triazolyl oxazolidinones
    Phillips, Oludotun A.
    Udo, Edet E.
    Abdel-Hamid, Mohammed E.
    Varghese, Reny
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 66 : 246 - 257
  • [37] Functionalization of protected tyrosine via Sonogashira reaction: synthesis of 3-(1,2,3-triazolyl)-tyrosine
    Stanley N. S. Vasconcelos
    Anwar Shamim
    Bakhat Ali
    Isadora M. de Oliveira
    Hélio A. Stefani
    Molecular Diversity, 2016, 20 : 469 - 481
  • [38] Functionalization of protected tyrosine via Sonogashira reaction: synthesis of 3-(1,2,3-triazolyl)-tyrosine
    Vasconcelos, Stanley N. S.
    Shamim, Anwar
    Ali, Bakhat
    de Oliveira, Isadora M.
    Stefani, Helio A.
    MOLECULAR DIVERSITY, 2016, 20 (02) : 469 - 481
  • [39] Design, synthesis and biological evaluation of novel 1,2,3-triazolyl -hydroxy alkyl/carbazole hybrid molecules
    Rad, Mohammad Navid Soltani
    Behrouz, Somayeh
    Behrouz, Marzieh
    Sami, Akram
    Mardkhoshnood, Mehdi
    Zarenezhad, Ali
    Zarenezhad, Elham
    MOLECULAR DIVERSITY, 2016, 20 (03) : 705 - 718
  • [40] 1,2,3-Triazolyl bisphosphine with pyridyl functionality: synthesis, copper(i) chemistry and application in click catalysis
    Sheokand, Sonu
    Mohite, Manali A.
    Mondal, Dipanjan
    Rangarajan, Shalini
    Balakrishna, Maravanji S.
    NEW JOURNAL OF CHEMISTRY, 2023, 47 (28) : 13538 - 13546