Design, synthesis and biological investigation of certain pyrazole-3-carboxylic acid derivatives as novel carriers for nitric oxide

被引：60

作者：

Abdel-Hafez, El-Shimaa M. N. ^{[1
]}

Abuo-Rahma, Gamal El-Din A. A. ^{[1
]}

Abdel-Aziz, Mohamed ^{[1
]}

Radwan, Mohamed F. ^{[1
]}

Farag, Hassan H. ^{[2
]}

机构：

[1] Menia Univ, Fac Pharm, Dept Med Chem, Menia 61519, Egypt

[2] Assiut Univ, Fac Pharm, Dept Med Chem, Assiut 71526, Egypt

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2009年 / 17卷 / 11期

关键词：

Nitric oxide donors; Anti-inflammatory; Antibacterial; Pyrazole-3-carboxylic acid; Oximes; Nitrate esters; Ulcerogenicity; Histopathological investigation; RELAXATION; NSAIDS;

D O I：

10.1016/j.bmc.2009.04.037

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

070307 [化学生物学]; 071010 [生物化学与分子生物学];

摘要：

Some novel pyrazole-NO hybrid molecules 5a-e, 6, 8 and 10 were prepared through binding of the pyrazole-3-carboxylic acid derivatives with nitric oxide donor moiety like oxime or nitrate ester. The prepared compounds were evaluated for nitric oxide release, antibacterial and anti-inflammatory activities. The organic nitrate 10 exhibited the highest percentage of NO release using Griess diazotization method. Some of the prepared compounds exhibited remarkable antibacterial activity against Escherichia coli C-600, Pseudomonas aeruginosa, Bacillus subitilis and Staphylococcus aureus NCTC 6571 compared to ciprofloxacin. Most of the tested compounds showed significant anti-inflammatory activity compared to indomethacine using carrageenan induced paw edema method. In general, structural modi. cation of compound 2 either to nitrate ester or oxime hybrids showed better anti-inflammatory with less ulcerogenic liability than their corresponding starting intermediates. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：3829 / 3837

页数：9

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