1,2,3-Triazole-nimesulide hybrid: Their design, synthesis and evaluation as potential anticancer agents

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• 作者：Jyoti Mareddy^a ; ^b ; N. Suresh^b ; C. Ganesh Kumar^c ; Ravikumar Kapavarapu^d ; A. Jayasree^b ; Sarbani Pal^a ; ^{sarbani277@yahoo.com}
• 关键词：Nimesulide ; 1 ; 2 ; 3-Triazole ; Azide ; Alkyne ; Anticancer activity
• 刊名：Bioorganic & Medicinal Chemistry Letters
• 出版年：2017
• 出版时间：1 February 2017
• 年：2017
• 卷：27
• 期：3
• 页码：518-523
• 全文大小：842 K
• 卷排序：27

文摘

A new hybrid template has been designed by integrating the structural features of nimesulide and the 1,2,3-triazole moiety in a single molecular entity at the same time eliminating the problematic nitro group of nimesulide. The template has been used for the generation of a library of molecules as potential anticancer agents. A mild and greener CuAAC approach has been used to synthesize these compounds via the reaction of 4-azido derivative of nimesulide and terminal alkynes in water. Three of these compounds showed promising growth inhibition (IC50 ∼6–10 μM) of A549, HepG2, HeLa and DU145 cancer cell lines but no significant effects on HEK293 cell line. They also inhibited PDE4B in vitro (60–70% at 10 μM) that was supported by the docking studies (PLP score 87–94) in silico.