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

被引：112

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

[41] Synthesis, Characterization, and Antimicrobial Activity of 1,2,3-Triazoles Containing a Theophylline Moiety
Patel, M. V.
Kaneriya, D. J.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 60 (12) : 2439 - 2445
[42] 1,2,3-Triazoles and related glycoconjugates as new glycosidase inhibitors
Périon, R
Ferrières, V
García-Moreno, MI
Mellet, CO
Duval, R
Fernández, JMG
Plusquellec, D
TETRAHEDRON, 2005, 61 (38) : 9118 - 9128
[43] Synthesis and antimicrobial activity of some novel benzofuran based 1,2,3-triazoles
Sunitha, V.
Kumar, A. Kishore
Shankar, B.
Kumar, A. Anil
Krishna, T. M.
Lincoln, Ch A.
Pochampalli, J.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (02) : 322 - 330
[44] SYNTHESIS AND BIOLOGICAL ACTIVITY OF THE NUCLEOSIDE ANALOGS BASED ON POLYFLUOROALKYL-SUBSTITUTED 1,2,3-TRIAZOLES
Kanishchev, Oleksandr S.
Gudz, Ganna P.
Shermolovich, Yuriy G.
Nesterova, Nadezhda V.
Zagorodnya, Svetlana D.
Golovan, Anna V.
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2011, 30 (10) : 768 - 783
[45] Synthesis, characterization and biological activities of sulfonamide tagged 1,2,3-triazoles
Kaushik, C. P.
Chahal, Manisha
Luxmi, Raj
Kumar, Devinder
Kumar, Ashwani
Kumar, Mukesh
Singh, Dharmendra
SYNTHETIC COMMUNICATIONS, 2020, 50 (22) : 3443 - 3461
[46] Synthesis and biological activities of dithiocarbamates containing 1,2,3-triazoles group
Li, Qing-Han
Ding, Yong
Huang, Neng-Wang
CHINESE CHEMICAL LETTERS, 2014, 25 (11) : 1469 - 1472
[47] Azolyl-substituted 1,2,3-triazoles
Golovanov, A. A.
Odin, I. S.
Bekin, V. V.
Vologzhanina, A. V.
Bushmarinov, I. S.
Zlotskii, S. S.
Gerasimov, Yu. L.
Purygin, P. P.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (03) : 414 - 420
[48] Usnic Acid Enaminone-Coupled 1,2,3-Triazoles as Antibacterial and Antitubercular Agents
Bangalore, Pavan K.
Vagolu, Siva K.
Bollikanda, Rakesh K.
Veeragoni, Dileep K.
Choudante, Pallavi C.
Misra, Sunil
Sriram, Dharmarajan
Sridhar, Balasubramanian
Kantevari, Srinivas
JOURNAL OF NATURAL PRODUCTS, 2020, 83 (01): : 26 - 35
[49] A click chemistry approach for the synthesis of cyclic ureido tethered coumarinyl and 1-aza coumarinyl 1,2,3-triazoles as inhibitors of Mycobacterium tuberculosis H37Rv and their in silico studies
Khanapurmath, Netravati
Kulkarni, Manohar V.
Joshi, Shrinivas D.
Kumar, G. N. Anil
BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (20)
[50] Synthesis and Antitubercular Activity of 4,5-Disubstituted N1-(5′-deoxythymidin-5′-yl)-1,2,3-triazoles
Kumar, Rajesh
Bimal, Devla
Kavita
Kumar, Manish
Mathur, Divya
Maity, Jyotirmoy
Singh, Sunil K.
Thirumal, M.
Prasad, Ashok K.
CHEMISTRYSELECT, 2020, 5 (28): : 8839 - 8845

← 1 2 3 4 5 →