Synthesis and antimicrobial activity of novel fluorine containing 4-(substituted-2-hydroxybenzoyl)-1H-pyrazoles and pyrazolyl benzo[d]oxazoles

被引：52
作者：
Gadakh, Amol V. [1 ]
Pandit, Chetan [2 ]
Rindhe, Sahebrao S. [1 ]
Karale, Bhausaheb K. [3 ]
机构：
[1] Univ Pune, PG Dept Chem, New Arts Sci & Commerce Coll, Ahmednagar 414003, India
[2] Aurigene Discovery Technol Ltd, Bangalore 560100, Karnataka, India
[3] Univ Pune, Dept Chem, Radhabai Kale Mahila Mahavidyalaya, Ahmednagar 414003, India
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 18期
关键词：
Synthesis; Hydroxybenzoyl pyrazoles and benzoxazoles; Antimicrobial activities; Antifungal; Antibacterial; HETEROCYCLIC-SYSTEMS; FACILE SYNTHESIS; AGENTS; DERIVATIVES; NUCLEOPHILES; BENZOXAZOLES; RESISTANCE; CHEMISTRY;
D O I：
10.1016/j.bmcl.2010.07.019
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of fluorine containing 4-(substituted-2-hydroxybenzoyl) pyrazoles and pyrazolyl benzo[d]oxazoles were synthesized and evaluated for their antibacterial activity against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Bacillus subtilis and antifungal activity against Candida albicans. The antibacterial activities were expressed as the minimum inhibitory concentration (MIC50) in mu g/ml. The compounds 1-(3,4-difluorophenyl)-4-(5-fluoro-2-hydroxybenzoyl)-1H-pyrazole (4b), oxime derivatives such as 1-(3,4-difluorophenyl)-1H-pyrazol-4-yl)(2-hydroxy-4-methylphenyl)methanone oxime (5b) and (5-chloro-2-hydroxyphenyl)(1-(3,4-difluorophenyl)-1H-pyrazol-4-yl)methanone oxime (5e) exhibited promising activities against tested bacterial strains. Except compound 1-(3,4-difluorophenyl)-4-(2-hydroxybenzoyl)-1H-pyrazole (4d), none of the other compounds showed promising antifungal activity. (C) 2010 Published by Elsevier Ltd.
引用
收藏
页码：5572 / 5576
页数：5
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