Biscoumarin-1,2,3-triazole hybrids as novel anti-diabetic agents: Design, synthesis, in vitro α-glucosidase inhibition, kinetic, and docking studies

被引：98

作者：

Asgari, Mohammad Sadegh ^{[1
]}

Mohammadi-Khanaposhtani, Maryam ^{[2
]}

Kiani, Mitra ^{[3
,4
]}

Ranjbar, Parviz Rashidi ^{[1
]}

Zabihi, Ebrahim ^{[2
]}

Pourbagher, Roghayeh ^{[2
]}

Rahimi, Rahmatollah ^{[5
]}

Faramarzi, Mohammad Ali ^{[3
,4
]}

Biglar, Mahmood ^{[6
]}

Larijani, Bagher ^{[6
]}

Mahdavi, Mohammad ^{[6
]}

Hamedifar, Haleh ^{[7
]}

Hajimiri, Mir Hamed ^{[8
]}

机构：

[1] Univ Tehran, Coll Sci, Sch Chem, Tehran, Iran

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

[3] Univ Tehran Med Sci, Fac Pharm, Dept Pharmaceut Biotechnol, Tehran, Iran

[4] Univ Tehran Med Sci, Biotechnol Res Ctr, Tehran, Iran

[5] Iran Univ Sci & Technol, Dept Chem, Tehran, Iran

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

[7] Alborz Univ Med Sci, CinnaGen Med Biotechnol Res Ctr, Karaj, Iran

[8] Univ Tehran Med Sci, Nano Alvand Co, Avicenna Tech Pk, Tehran 1439955991, Iran

来源：

BIOORGANIC CHEMISTRY | 2019年 / 92卷

关键词：

alpha-Glucosidase; Anti-diabetic agents; Biscoumarin; 1,2,3-Triazole; Molecular hybridization; Type; 2; diabetes; MOLECULAR DOCKING; DERIVATIVES;

D O I：

10.1016/j.bioorg.2019.103206

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

070307 [化学生物学]; 071010 [生物化学与分子生物学];

摘要：

A novel series of biscoumarin-1,2,3-triazole hybrids 6a-n was prepared and evaluated for alpha-glucosidase inhibitory potential. All fourteen derivatives exhibited excellent alpha-glucosidase inhibitory activity with IC50, values ranging between 13.0 +/- 1.5 and 75.5 +/- 7.0 mu M when compared with the acarbose as standard inhibitor (IC50 = 750.0 +/- 12.0 mu M). Among the synthesized compounds, compounds 6c (IC50 = 13.0 +/- 1.5 mu M) and 6g (IC50 = 16.4 +/- 1.7 mu M) exhibited the highest inhibitory activity against alpha-glucosidase and were non-cytotoxic towards normal fibroblast cells. Kinetic study revealed that compound 6c inhibits the alpha-glucosidase in a competitive mode. Furthermore, molecular docking investigation was performed to find interaction modes of the biscoumarin-1,2,3-triazole derivatives.

引用

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