Synthesis of Oxadiazolyl, Pyrazolyl and Thiazolyl Derivatives of Thiophene-2-Carboxamide as Antimicrobial and Anti-HCV Agents.

Q2 Pharmacology, Toxicology and Pharmaceutics Open Medicinal Chemistry Journal Pub Date : 2017-04-28 eCollection Date: 2017-01-01 DOI:10.2174/1874104501711010038

Ola H Rizk, Omaima G Shaaban, Abeer E Abdel Wahab

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引用次数: 7

Abstract

Introduction: Three series of pyrazole, thiazole and 1,3,4-oxadiazole, derivatives were synthesized starting from 5-amino-4-(hydrazinocarbonyl)-3-methylthiophene-2-carboxamide (2).

Methods: All compounds were investigated for their preliminary antimicrobial activity. They were proved to exhibit remarkable antimicrobial activity against Pseudomonas aeruginosa with insignificant activity towards Gram positive bacterial strains and fungi.

Results: In-vitro testing of the new compounds on hepatitis-C virus (HCV) replication in hepatocellular carcinoma cell line HepG2 infected with the virus utilizing the reverse transcription polymerase chain reaction technique (RT-PCR) generally showed inhibition of the replication of HCV RNA (-) strands at low concentration, while, eight compounds; 3a, 6, 7a, 7b, 9a, 9b, 10a and 11b proved to inhibit the replication of HCV RNA (+) and (-) strands at very low concentration range 0.08-0.36 μg/mL.

Conclusion: Compounds 7b and 11b displayed the highest anti-HCV and antimicrobial activities in this study.

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噻吩-2- carboxamide的恶二唑基、吡唑基和噻唑基衍生物抗菌和抗hcv药物的合成。

前言:以5-氨基-4-(肼羰基)-3-甲基噻吩-2-羧酰胺(2)为起始原料，合成了吡唑、噻唑和1,3,4-恶二唑三个系列衍生物。方法:对所有化合物进行初步抑菌活性研究。对铜绿假单胞菌具有显著的抑菌活性，对革兰氏阳性菌株和真菌的抑菌活性不显著。结果:利用逆转录聚合酶链反应技术(RT-PCR)对新化合物在感染丙型肝炎病毒(HCV)的肝癌细胞株HepG2中进行体外复制检测，普遍显示在低浓度下抑制HCV RNA(-)链的复制，而8个化合物;在0.08 ~ 0.36 μg/mL的极低浓度范围内，3a、6、7a、7b、9a、9b、10a和11b均能抑制HCV RNA(+)和(-)链的复制。结论:化合物7b和11b的抗hcv和抗菌活性最高。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Open Medicinal Chemistry Journal Pharmacology, Toxicology and Pharmaceutics-Pharmaceutical Science

CiteScore

4.40

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