Synthesis, in vitro evaluation, and molecular docking studies of novel hydrazineylideneindolinone linked to 1,2,3-triazole derivatives as potential α-glucosidase inhibitors

被引：48

作者：

Shareghi-Boroujeni, Diba ^{[1
]}

Iraji, Aida ^{[2
,3
]}

Mojtabavi, Somayeh ^{[4
]}

Faramarzi, Mohammad Ali ^{[4
]}

Akbarzadeh, Tahmineh ^{[1
]}

Saeedi, Mina ^{[5
,6
]}

机构：

[1] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran

[2] Shiraz Univ Med Sci, Med & Nat Prod Chem Res Ctr, Shiraz, Iran

[3] Shiraz Univ Med Sci, Stem Cells Technol Res Ctr, Shiraz, Iran

[4] Univ Tehran Med Sci, Fac Pharm, Dept Pharmaceut Biotechnol, POB 14155-6451, Tehran 1417614411, Iran

[5] Univ Tehran Med Sci, Fac Pharm, Med Plants Res Ctr, Tehran, Iran

[6] Univ Tehran Med Sci, Persian Med & Pharm Res Ctr, Tehran, Iran

来源：

BIOORGANIC CHEMISTRY | 2021年 / 111卷

关键词：

Click reaction; Docking study; Diabetes; alpha-Glucosidase inhibitors; Hydrazineylideneindolinone; 1,2,3-Triazole; SCHIFF-BASES; ISATIN; CLASSIFICATION; DEFINITION; DIAGNOSIS; ALKALOIDS;

D O I：

10.1016/j.bioorg.2021.104869

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In this work, a novel series of hydrazineylideneindolinone linked to phenoxymethyl-1,2,3-triazole derivatives were designed, synthesized, and evaluated for their anti-alpha-glucosidase activity due to an urgent need to develop effective anti-diabetic agents. Among tested 15 compounds, 8 derivatives (9a, 9b, 9c, 9d, 9e, 9f, 9h, and 9o) demonstrated superior potency compared to that of positive control, acarbose. Particularly, compound 9d possessed the best anti-alpha-glucosidase activity with around a 46-fold improvement in the inhibitory activity. Additionally, 9d showed a competitive type of inhibition in the kinetic study and the molecular docking study demonstrated that it well occupied the binding pocket of the catalytic center through desired interactions with residues, correlating to the experimental results.

引用

页数：9

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