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

[31] Another Way to the Synthesis of 1,2,3-Triazoles
Xu, Beihua
Hu, Yongzhou
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (05) : 1217 - 1222
[32] Greener synthesis of substituted 1,2,3-triazoles
Kellen-Yuen, Cynthia
Raikevitch, Cathleen
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
[33] Synthesis, in vitro and computational studies of 1,4-disubstituted 1,2,3-triazoles as potential α-glucosidase inhibitors
Jabeen, Farukh
Shehzadi, Syeda Aaliya
Fatmi, Muhammad Qaiser
Shaheen, Sobia
Iqbal, Lubna
Afza, Nighat
Panda, Siva S.
Ansari, Farzana Latif
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (03) : 1029 - 1038
[34] Synthesis and biological activity of glycosyl-1H-1,2,3-triazoles
Slamova, Kristyna
Marhol, Petr
Bezouska, Karel
Lindkvist, Lise
Hansen, Signe G.
Kren, Vladimir
Jensen, Henrik H.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (14) : 4263 - 4265
[35] Synthesis and Antifungal Activity Evaluation of 1-sulfonyl-1,2,3-triazoles
Juan José García-Vanegas
Janeth Rodríguez-Florencio
Damián David Cifuentes-Castañeda
Hugo Mendieta-Zerón
Sergio Pavón-Romero
Macario Morales-Rodríguez
David Corona-Becerril
Erick Cuevas-Yañez
Pharmaceutical Chemistry Journal, 2021, 55 : 566 - 569
[36] Synthesis, characterization and antibacterial activity of the thioether linked 1,2,3-triazoles
Kaushik, Chander P.
Sangwan, Jyoti
SYNTHETIC COMMUNICATIONS, 2021, 51 (22) : 3403 - 3415
[37] SOME DERIVATIVES OF 1,2,3-TRIAZOLES - SYNTHESIS AND STUDY OF ANTIMICROBIAL ACTIVITY
KARIMKULOV, KM
DZHURAYEV, AD
MAKHSUMOV, AG
AMANOV, N
KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1991, 25 (06): : 40 - 42
[38] Synthesis and Antifungal Activity Evaluation of 1-sulfonyl-1,2,3-triazoles
Jose Garcia-Vanegas, Juan
Rodriguez-Florencio, Janeth
David Cifuentes-Castaneda, Damian
Mendieta-Zeron, Hugo
Pavon-Romero, Sergio
Morales-Rodriguez, Macario
Corona-Becerril, David
Cuevas-Yanez, Erick
PHARMACEUTICAL CHEMISTRY JOURNAL, 2021, 55 (06) : 566 - 569
[39] Synthesis, characterization and antimicrobial activity of some substituted 1,2,3-triazoles
Holla, BS
Mahalinga, M
Karthikeyan, MS
Poojary, B
Akberali, PM
Kumari, NS
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (11) : 1173 - 1178
[40] Synthesis and Antimicrobial Activity of 1,2,3-Triazoles Containing Quinoline Moiety
Sumangala, V.
Poojary, Boja
Chidananda, N.
Fernandes, Jennifer
Kumari, N. Suchetha
ARCHIVES OF PHARMACAL RESEARCH, 2010, 33 (12) : 1911 - 1918

← 1 2 3 4 5 →