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

页码：7273 / 7276

页数：4

共 50 条

[1] Efficient synthesis of deuterated 1,2,3-triazoles
Gonda, Zsombor
Loerincz, Krisztian
Novak, Zoltan
TETRAHEDRON LETTERS, 2010, 51 (48) : 6275 - 6277
[2] A convenient synthesis and screening of benzosuberone bearing 1,2,3-triazoles against Mycobacterium tuberculosis
Sajja, Yasodakrishna
Vanguru, Sowmya
Jilla, Lavanya
Vulupala, Hanmanth Reddy
Bantu, Rajashaker
Yogeswari, Perumal
Sriram, Dharmarajan
Nagarapu, Lingaiah
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (17) : 4292 - 4295
[3] Synthesis of 1,2,3-triazoles
Dolly
Batanero, B
Barba, F
HETEROCYCLES, 2004, 63 (05) : 1175 - 1180
[4] Efficient TMG catalyzed synthesis of 1,2,3-triazoles
Ahmadi, Fereshteh
Tisseh, Zeinab Noroozi
Dabiri, Minoo
Bazgir, Ayoob
COMPTES RENDUS CHIMIE, 2013, 16 (12) : 1086 - 1090
[5] Efficient Synthesis of 1-Sulfonyl-1,2,3-triazoles
Raushel, Jessica
Fokin, Valery V.
ORGANIC LETTERS, 2010, 12 (21) : 4952 - 4955
[6] SYNTHESIS OF 1,2,3-TRIAZOLES
ANANTHANARAYANAN, C
RAMAKRISHNAN, VT
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1989, 28 (03): : 228 - 230
[7] Efficient synthesis, antitubercular and antimicrobial evaluation of 1,4-disubstituted 1,2,3-triazoles with amide functionality
C. P. Kaushik
Ashima Pahwa
Dharmendra Singh
Krishan Kumar
Raj Luxmi
Monatshefte für Chemie - Chemical Monthly, 2019, 150 : 1127 - 1136
[8] Efficient synthesis, antitubercular and antimicrobial evaluation of 1,4-disubstituted 1,2,3-triazoles with amide functionality
Kaushik, C. P.
Pahwa, Ashima
Singh, Dharmendra
Kumar, Krishan
Luxmi, Raj
MONATSHEFTE FUR CHEMIE, 2019, 150 (06): : 1127 - 1136
[9] Synthesis of Deuterated 1,2,3-Triazoles
Akula, Hari K.
Lakshman, Mahesh K.
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (20): : 8896 - 8904
[10] A new solvent system for efficient synthesis of 1,2,3-triazoles
Lee, Bo-Young
Park, So Ra
Jeon, Heung Bae
Kim, Kwan Soo
TETRAHEDRON LETTERS, 2006, 47 (29) : 5105 - 5109

← 1 2 3 4 5 →