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

Muhammad Taha, Muhammad Tariq Javid, Syahrul Imran, Manikandan Selvaraj, Sridevi Chigurupati, Hayat Ullah, Fazal Rahim, Fahad Khan, Jahidul Islam Mohammad, Khalid Mohammed Khan

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82 Citations (Scopus)

Abstract

α-Amylase is a target for type-2 diabetes mellitus treatment. However, small molecule inhibitors of α-amylase are currently scarce. In the course of developing small molecule α-amylase inhibitors, we designed and synthesized thiadiazole quinoline analogs (1−30), characterized by different spectroscopic techniques such as 1HNMR and EI-MS and screened for α-amylase inhibitory potential. Thirteen analogs 1, 2, 3, 4, 5, 6, 22, 23, 25, 26, 27, 28 and 30 showed outstanding α-amylase inhibitory potential with IC50 values ranges between 0.002 ± 0.60 and 42.31 ± 0.17 μM which is many folds better than standard acarbose having IC50 value 53.02 ± 0.12 μM. 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 α-amylase inhibitors for further investigation. Structure activity relationship has been established.

Original languageEnglish
Pages (from-to)179-186
Number of pages8
JournalBioorganic Chemistry
Volume74
DOIs
Publication statusPublished - Oct 2017
Externally publishedYes

Keywords

  • SAR
  • Synthesis
  • Thiadiazole quinoline
  • α-Amylase inhibitory potential

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