Synthesis and study of the α-amylase inhibitory potential of thiadiazole quinoline derivatives

被引：94

作者：

Taha, Muhammad ^{[1
]}

Javid, Muhammad Tariq ^{[2
]}

Imran, Syahrul ^{[3
]}

Selvaraj, Manikandan ^{[4
]}

Chigurupati, Sridevi ^{[5
]}

Ullah, Hayat ^{[2
]}

Rahim, Fazal ^{[2
]}

Khan, Fahad ^{[2
]}

Mohammad, Jahidul Islam ^{[6
]}

Khan, Khalid Mohammed ^{[7
]}

机构：

[1] Univ Dammam, Inst Res & Med Consultat, Dept Clin Pharm, Dammam 31441, Saudi Arabia

[2] Hazara Univ, Dept Chem, Mansehra 21300, Pakistan

[3] Univ Teknol MARA UiTM, Atta Ur Rahman Inst Nat Prod Discovery, Puncak Alam Campus, Bandar Puncak Alam 42300, Selangor, Malaysia

[4] Univ Teknol MARA UiTM, Integrat Pharmacogenom Inst iPROMISE, Puncak Alam Campus, Bandar Puncak Alam 42300, Selangor Darul, Malaysia

[5] AIMST Univ, Fac Pharm, Dept Pharmaceut Chem, Semeling 08100, Bedong, Malaysia

[6] CUCMS, Fac Med, Dept Pharmacol, Cyberjaya 63000, Selangor, Malaysia

[7] Univ Karachi, ICCBS, HEJ RIC, Karachi 75270, Pakistan

来源：

BIOORGANIC CHEMISTRY | 2017年 / 74卷

关键词：

Synthesis; Thiadiazole quinoline; alpha-Amylase inhibitory potential; SAR; TYPE-2; DIABETES-MELLITUS; BIOLOGICAL EVALUATION; MOLECULAR DOCKING; IN-SILICO; BETA-GLUCURONIDASE; GLUCOSIDASE; BISINDOLYLMETHANE; ANALOGS; HYBRIDS; AGENTS;

D O I：

10.1016/j.bioorg.2017.08.003

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：

alpha-Amylase is a target for type-2 diabetes mellitus treatment. However, small molecule inhibitors of alpha-amylase are currently scarce. In the course of developing small molecule alpha-amylase inhibitors, we designed and synthesized thiadiazole quinoline analogs (1-30), characterized by different spectroscopic techniques such as (HNMR)-H-1 and EI-MS and screened for alpha-amylase inhibitory potential. Thirteen analogs 1, 2, 3, 4, 5, 6, 22, 23, 25, 26, 27, 28 and 30 showed outstanding alpha-amylase inhibitory potential with IC50 values ranges between 0.002 +/- 0.60 and 42.31 +/- 0.17 lM which is many folds better than standard acarbose having IC50 value 53.02 +/- 0.12 mu M. Eleven analogs 7, 9, 10, 11, 12, 14, 15, 17, 18, 19 and 24 showed good to moderate inhibitory potential while seven analogs 8, 13, 16, 20, 21 and 29 were found inactive. Our study identifies novel series of potent alpha-amylase inhibitors for further investigation. Structure activity relationship has been established. (C) 2017 Elsevier Inc. All rights reserved.

引用

页码：179 / 186

页数：8

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