Efficient synthesis and in vitro antitubercular activity of 1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis

被引：106
|
作者：
Shanmugavelan, Poovan [1 ]
Nagarajan, Sangaraiah [1 ]
Sathishkumar, Murugan [1 ]
Ponnuswamy, Alagusundaram [1 ]
Yogeeswari, Perumal [2 ]
Sriram, Dharmarajan [2 ]
机构：
[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India
[2] Birla Inst Technol & Sci, Pharm Grp, Med Chem & Antimycobacterial Res Lab, Hyderabad 500078, Andhra Pradesh, India
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 24期
关键词：
1,2,3-Triazoles; 1,3-Dipolar cycloaddition; Antituberculosis; 1,3-DIPOLAR CYCLOADDITIONS; AGENTS; ANALOGS; DERIVATIVES; TRIAZOLES; RESISTANT; TARGETS; ALKYNES; AZIDES; BM212;
D O I：
10.1016/j.bmcl.2011.10.048
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Efficient and rapid synthesis of 1,2,3-triazole derivatives has been achieved via Huisgen's 1,3-dipolar cycloaddition between alkyl/arylazides and diethyl/dimethyl acetylenedicarboxylate in excellent yields under solvent-free conditions. The environmentally friendly solvent-free protocol overcomes the limitations associated with the prevailing time-consuming solution phase protocols and affords the triazoles just in 1-3 min. In vitro antitubercular activity of these triazoles was screened against Mycobacterium tuberculosis H(37)Rv strain. Four of the compounds showed MIC in the range of 1.56-3.13 mu g/mL proving their potential activity. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7273 / 7276
页数：4
相关论文
共 50 条
  • [41] Synthesis and antimicrobial activity of 1,2,3-triazoles containing quinoline moiety
    V. Sumangala
    Boja Poojary
    N. Chidananda
    Jennifer Fernandes
    N. Suchetha Kumari
    Archives of Pharmacal Research, 2010, 33 : 1911 - 1918
  • [42] A new and efficient procedure for preparing 1,2,3-triazoles
    Romeiro, GA
    Pereira, LOR
    deSouza, MCBV
    Ferreira, VF
    Cunha, AC
    TETRAHEDRON LETTERS, 1997, 38 (29) : 5103 - 5106
  • [43] Bromo-Directed N-2 Alkylation of NH-1,2,3-Triazoles: Efficient Synthesis of Poly-Substituted 1,2,3-Triazoles
    Wang, Xiao-jun
    Sidhu, Kanwar
    Zhang, Li
    Campbell, Scot
    Haddad, Nizar
    Reeves, Diana C.
    Krishnamurthy, Dhileepkumar
    Senanayake, Chris H.
    ORGANIC LETTERS, 2009, 11 (23) : 5490 - 5493
  • [44] 1,2,3-Triazoles and their metal chelates with antimicrobial activity
    Todorov, Lozan
    Kostova, Irena
    FRONTIERS IN CHEMISTRY, 2023, 11
  • [45] Recent Progress in Catalytic Synthesis of 1,2,3-Triazoles
    De Nino, Antonio
    Maiuolo, Loredana
    Costanzo, Paola
    Algieri, Vincenzo
    Jiritano, Antonio
    Olivito, Fabrizio
    Tallarida, Matteo Antonio
    CATALYSTS, 2021, 11 (09)
  • [46] A convenient synthesis of 1,2,3-triazoles using dichloroacetaldehyde
    Harada, K
    Oda, M
    Matsushita, A
    Shirai, M
    HETEROCYCLES, 1998, 48 (04) : 695 - 702
  • [47] Research on Synthesis and Properties of 1,2,3-triazoles Compounds
    Qin, Ziping
    PROCEEDINGS OF THE 2014 CONFERENCE ON INFORMATISATION IN EDUCATION, MANAGEMENT AND BUSINESS, 2014, : 26 - 29
  • [48] Synthesis of α-Hydroxyphosphonates Containing Functionalized 1,2,3-Triazoles
    Lima, Yanka R.
    Da Costa, Gabriel P.
    Xavier, Mauricio C. D. F.
    De Moraes, Maiara C.
    Barcellos, Thiago
    Alves, Diego
    Silva, Marcio S.
    CHEMISTRYSELECT, 2020, 5 (40): : 12487 - 12493
  • [49] SYNTHESIS AND BIOLOGICAL EVALUATION OF SUBSTITUTED 1,2,3-TRIAZOLES
    Kamal, Mehnaz
    Jawaid, Talha
    Khan, Suroor A.
    Kumar, Arun
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 18 (04) : 405 - 406
  • [50] Substituted 1,2,3-triazoles: a new class of nitrification inhibitors
    Taggert, Bethany I.
    Walker, Charlie
    Chen, Deli
    Wille, Uta
    SCIENTIFIC REPORTS, 2021, 11 (01)
12345