Synthesis, crystal structure, anti-HIV, and antiproliferative activity of new pyrazolylthiazole derivatives

被引：0
作者：
Murtaza Madni
Shahid Hameed
Muhammad N. Ahmed
Muhammad N. Tahir
Najim A. Al-Masoudi
Christophe Pannecouque
机构：
[1] Quaid-i-Azam University,Department of Chemistry
[2] The University of Azad Jammu and Kashmir,Department of Chemistry
[3] University of Sargodha,Department of Physics
[4] University of Basrah,Department of Chemistry, College of Science
[5] Katholieke Universiteit Leuven,Rega Institute for Medical Research
来源：
Medicinal Chemistry Research | 2017年 / 26卷
关键词：
Anti-HIV activity; Antiproliferative activity; Crystal structure; NNRTIs; 1,3-Thiazole; Pyrazole;
D O I：
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中图分类号：
学科分类号：
摘要：
The development of new HIV-1 non-nucleoside reverse transcriptase inhibitors offers the possibility of generating novel structures of increased potency. Based on the bioisosteric principle, new series of N′-benzylidene-2-(5-(4-chlorophenyl)-3-phenyl-4,5-dihydropyrazol-1-yl)thiazole-4-carbohydrazide schiff bases 5a–x containing 1,3-thiazole clubbed with 2-pyrazoline was synthesized and characterized by spectroscopic techniques. The structure of the synthesized compounds was unambiguously confirmed by single-crystal X-ray diffraction analysis of compound 5k. All the new analogs were evaluated in vitro for antiviral activity against the replication of HIV-1 and HIV-2 in MT4 cells using MTT assay. The results showed that only compounds 5n, and 5r possess potent activity against HIV-1 replication (IC50 = 0.50, 0.45 μM, SI = 3 and 5), respectively. None of the compounds are active against HIV-2. Furthermore, compounds 5a, 5i, 5n, and 5r were evaluated for their antiproliferative activity against two solid tumor-derived cell lines consisting MCF-7 (breast cancer) and Hep-G2 (human hepatocarcinoma).
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页码：2653 / 2665
页数：12
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