Synthesis and evaluation of a class of new coumarin triazole derivatives as potential antimicrobial agents

被引：250

作者：

Shi, Yuan ^{[1
]}

Zhou, Cheng-He ^{[1
]}

机构：

[1] Southwest Univ, Lab Bioorgan & Med Chem, Sch Chem & Chem Engn, Chongqing 400715, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 03期

关键词：

Coumarin; 1,2,4-Triazole; Antibacterial; Antifungal; ANTIBACTERIAL; ANTIFUNGAL; CHEMISTRY;

D O I：

10.1016/j.bmcl.2010.12.059

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of new coumarin-based 1,2,4-triazole derivatives were designed, synthesized and evaluated for their antimicrobial activities in vitro against four Gram-positive bacteria (Staphylococcus aureus, MRSA, Bacillus subtilis and Micrococcus luteus), four Gram-negative bacteria (Escherichia coli, Proteus vulgaris, Salmonella typhi and Shigella dysenteriae) as well as three fungi (Candida albicans, Saccharomyces cerevisiae and Aspergillus fumigatus) by two-fold serial dilution technique. The bioactive assay showed that some synthesized coumarin triazoles displayed comparable or even better antibacterial and antifungal efficacy in comparison with reference drugs Enoxacin, Chloromycin and Fluconazole. Coumarin bis-triazole compounds exhibited stronger antibacterial and antifungal efficiency than their corresponding mono-triazole derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：956 / 960

页数：5

共 21 条

[1]

[白雪 BAI Xue], 2007, [化学研究与应用, Chemical Research and Application], V19, P721

[2] Simple coumarins and analogues in medicinal chemistry: Occurrence, synthesis and biological activity [J].

Borges, F ;

Roleira, F ;

Milhazes, N ;

Santana, L ;

Uriarte, E .

CURRENT MEDICINAL CHEMISTRY, 2005, 12 (08) :887-916

[3] Recent advances in bacterial topoisomerase inhibitors [J].

Bradbury, Barton J. ;

Pucci, Michael J. .

CURRENT OPINION IN PHARMACOLOGY, 2008, 8 (05) :574-581

[4] Chemistry and biological activity of natural and synthetic prenyloxycoumarins [J].

Curini, M ;

Cravotto, G ;

Epifano, F ;

Giannone, G .

CURRENT MEDICINAL CHEMISTRY, 2006, 13 (02) :199-222

[5] Quinolones: Action and Resistance Updated [J].

Drlica, Karl ;

Hiasa, Hiroshi ;

Kerns, Robert ;

Malik, Muhammad ;

Mustaev, Arkady ;

Zhao, Xilin .

CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2009, 9 (11) :981-998

[6] 2-hydroxyphenacyl azoles and related azolium derivatives as antifungal agents [J].

Emami, Saeed ;

Forournadi, Alireza ;

Falahati, Mehraban ;

Lotfali, Ensieh ;

Rajabalian, Saeed ;

Ebrahimi, Soltan-Ahmed ;

Farahyar, Shirin ;

Shafiee, Abbas .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (01) :141-146

[7] Synthesis and biological activities of novel amine-derived bis-azoles as potential antibacterial and antifungal agents [J].

Fang, Bo ;

Zhou, Cheng-He ;

Rao, Xian-Cai .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (09) :4388-4398

[8] RETRACTED: 2-Azetidinone derivatives: Design, synthesis, in vitro anti-microbial, cytotoxic activities and DNA cleavage study (Retracted article. See vol. 46, pg. 3177, 2011) [J].

Keri, Rangappa S. ;

Hosamani, Kallappa M. ;

Shingalapur, Ramya V. ;

Reddy, Harisha R. Seetharama .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (12) :5123-5130

[9] Recent advances in coumarins and 1-azacoumarins as versatile biodynamic agents [J].

Kulkarni, Manohar V. ;

Kulkarni, Geeta M. ;

Lin, Chao-Hsiung ;

Sun, Chung-Ming .

CURRENT MEDICINAL CHEMISTRY, 2006, 13 (23) :2795-2818

[10] Synthesis and in vitro evaluation of novel highly potent coumarin inhibitors of gyrase B [J].

Laurin, P ;

Ferroud, D ;

Klich, M ;

Dupuis-Hamelin, C ;

Mauvais, P ;

Lassaigne, P ;

Bonnefoy, A ;

Musicki, B .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (14) :2079-2084

← 1 2 3 →