New phthalimide-benzamide-1,2,3-triazole hybrids; design, synthesis, α-glucosidase inhibition assay, and docking study

被引：15

作者：

Sadat-Ebrahimi, Seyed Esmaeil ^{[1
]}

Rahmani, Abbas ^{[1
]}

Mohammadi-Khanaposhtani, Maryam ^{[2
]}

Jafari, Negar ^{[3
]}

Mojtabavi, Somayeh ^{[4
]}

Faramarzi, Mohammad Ali ^{[4
]}

Emadi, Mehdi ^{[5
]}

Yahya-Meymandi, Azadeh ^{[6
]}

Larijani, Bagher ^{[7
]}

Biglar, Mahmoud ^{[7
]}

Mahdavi, Mohammad ^{[7
]}

机构：

[1] Univ Tehran Med Sci, Dept Med Chem, Fac Pharm & Pharmaceut Sci, Res Ctr, Tehran, Iran

[2] Babol Univ Med Sci, Cellular & Mol Biol Res Ctr, Hlth Res Inst, Babol Sar, Iran

[3] Univ Kansas, Fac Pharm, Dept Pharmaceut Chem, Lawrence, KS 66045 USA

[4] Univ Tehran Med Sci, Dept Pharmaceut Biotechnol, Fac Pharm & Biotechnol, Res Ctr, Tehran, Iran

[5] Babol Noshirvani Univ Technol, Elect & Comp Engn Dept, Babol Sar, Iran

[6] Univ Birjand, Dept Chem, Fac Sci, Birjand, Iran

[7] Univ Tehran Med Sci, Endocrinol & Metab Res Ctr, Endocrinol & Metab Clin Sci Inst, Tehran, Iran

来源：

MEDICINAL CHEMISTRY RESEARCH | 2020年 / 29卷 / 05期

关键词：

Phthalimide; Benzamide; 1,2,3-Triazole; Hybrid; alpha-Glucosidase; PHTHALIMIDE DERIVATIVES; MOLECULAR DOCKING; MECHANISM;

D O I：

10.1007/s00044-020-02522-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new series of phthalimide-benzamide-1,2,3-triazole hybrids 8a-k as alpha-glucosidase inhibitors was designed and synthesized. The biological evaluation of compounds 8a-k against yeast alpha-glucosidase demonstrated that all they have excellent inhibitory activity in comparison with standard inhibitor acarbose. Among them, the most potent compound was compound 8d with inhibitory activity 18.5-fold more than acarbose. Kinetic study revealed that alpha-glucosidase inhibition of compound 8d was the competitive type. Furthermore, docking study suggested that compound 8d is more stable than acarbose in the active site of alpha-glucosidase.

引用

页码：868 / 876

页数：9

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