Synthesis, in vitro α-glucosidase inhibitory activity and docking studies of novel chromone-isatin derivatives

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:28

Article

Wang, Guangcheng^1,2,3  Chen, Ming⁴  Qiu, Jie⁴  Xie, Zhenzhen⁴  Cao, Anbai⁴ 

[1] Guizhou Med Univ, Prov Key Lab Pharmaceut Guizhou Prov, 4 Beijing Rd, Guiyang 550004, Guizhou, Peoples R China

[2] Guizhou Med Univ, Sch Pharm, 4 Beijing Rd, Guiyang 550004, Guizhou, Peoples R China

[3] Natl Engn Res Ctr Miaos Med, 4 Beijing Rd, Guiyang 550004, Guizhou, Peoples R China

[4] Jishou Univ, Coll Chem & Chem Engn, Hunan Engn Lab Anal & Drugs Dev Ethnomed Wuling M, Jishou 416000, Peoples R China

关键词: Chromone;    Isatin;    alpha-Glucosidase;    Molecular docking;   

DOI  :  10.1016/j.bmcl.2017.11.047

来源: Elsevier

【 摘 要 】

A novel series of chromone-isatin derivatives 6a-6p were designed, synthesized and characterized by H-1 NMR, C-13 NMR and HRMS. These novel synthetic compounds were evaluated for inhibitory activity against yeast alpha-glucosidase enzyme. The results of biological test have shown that all tested compounds exhibited excellent to potent inhibitory activity in the range of IC50 = 3.18 +/- 0.12-16.59 +/- 0.17 mu M as compared to the standard drug acarbose (IC50 = 817.38 +/- 6.27 mu M). Compound 6j (IC50 = 3.18 +/- 0.12 mu M) with a hydroxyl group at the 7-position of chromone and a 4-bromoben zyl group at the N1-positions of isatin, was found to be the most active compound among the series. Furthermore, molecular docking study was performed to help understand binding interactions of the most active analogs with a-glucosidase enzyme. These results indicated that this class of compounds had potential for the development of anti-diabetic agents. (C) 2017 Elsevier Ltd. All rights reserved.

【 授权许可】

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