Synthesis of novel ethyl 2,4-disubstituted 8-(trifluoromethyl)pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine-9-carboxylate derivatives as promising anticancer agents

详细信息    查看全文

• 作者：N. Ravi Kumar^a ; Y. Poornachandra^b ; D. Krishna Swaroop^a ; G. Jitender Dev^a ; C. Ganesh Kumar^b ; B. Narsaiah^a ; ^{narsaiah@iict.res.in" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Pyrazolo[3 ; 4-b]pyridine ; Pyrimidine ; α ; β unsaturated ketones ; 1 ; 3 diketones ; Anticancer activity
• 刊名：Bioorganic & Medicinal Chemistry Letters
• 出版年：2016
• 出版时间：1 November 2016
• 年：2016
• 卷：26
• 期：21
• 页码：5203-5206
• 全文大小：443 K

文摘

A series of novel pyrido[2′,3′:3,4] pyrazolo[1,5-a]pyrimidine derivatives 6–9 were prepared in single step starting from 3-amino-6-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate 5 on reaction with symmetrical and unsymmetrical aliphatic and aromatic 1,3-diketones/α,β unsaturated ketones/α,β unsaturated keto ethers under conventional method. All the final compounds 6a–c, 8a–b and 9a–l were screened for anticancer activity against five human cancer cell lines such as PC-3 (CRL-1435), MDA-MB-231 (HTB-26), Hep G2 (HB-8065), HeLa (CCL-2) and normal HUVEC (CRL-1730). Compounds 8a, 9f and 9k which showed promising anticancer activity have been identified. Further, the promising compounds (8a and 9f) were able to inhibit the human topoisomerase I (TopI) activity similar to that of camptothecin.