4.7 Article

Rational design of 1,2,3-triazole hybrid structures as novel anticancer agents: synthesis, biological evaluation and molecular docking studies

期刊

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
卷 41, 期 14, 页码 6857-6865

出版社

TAYLOR & FRANCIS INC
DOI: 10.1080/07391102.2022.2112620

关键词

Diarylmethanol; 1; 2; 3-triazole; click chemistry; antioxidant activity; prostate cancer; hybrid drug; molecular docking

向作者/读者索取更多资源

New hybrid compounds belonging to the class of 1,4-disubstituted 1,2,3-triazoles were synthesized and showed good antioxidant and anticancer activities. Compounds 6b and 6i exhibited the highest anticancer activity, potentially through interactions with fundamental residues in the binding pocket of MetAP-2.
New hybrid compounds belonging to the class of 1,4-disubstituted 1,2,3-triazoles were synthesized. The structural characterization of the synthesized compounds was performed using IR, H-1-NMR, C-13 NMR and elemental analysis techniques. Diarylketones 1a and 1b were used as starting compounds for the synthesis of triazoles. The corresponding diarylmethanol derivatives (2a,b) were obtained from reduction of ketone units with NaBH4. Oxyalkynes (3a,b) were obtained by treating the hydroxyl group with NaH in anhydrous THF and then with propargylbromide. The target hybrid structures 6a-n were obtained from the metal-catalyzed click reaction of the arylazide and alkyne units. The newly synthesized compounds were structurally analysed using H-1-NMR, C-13-NMR, elemental analysis, LC-MS and FT-IR. The antioxidant and anticancer activities of all compounds were investigated. It has been determined that the new hybrid structures have very good antioxidant and anticancer activities according to the standards. In particular, compounds 6b, 6h, 6i and 6j (IC50: 1.87, 12.5, 7.22, 8.04 mu M) showed excellent activity compared to standard 5-Fu (IC50: 40.89 mu M). According to the results of molecular docking of compounds 6b and 6i with the highest cancer activity, MetAP-2 was found to have a high affinity through exposed polar and apolar contacts with fundemental residues in the binding pocket. Communicated by Ramaswamy H. Sarma

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.7
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据