Synthesis and biological evaluation of indole derivatives as α-amylase inhibitor

Syahrul Imran, Muhammad Taha, Manikandan Selvaraj, Nor Hadiani Ismail, Sridevi Chigurupati, Jahidul Islam Mohammad

Research output: Contribution to journalArticleResearchpeer-review

35 Citations (Scopus)

Abstract

A series of twenty indole hydrazone analogs (1–21) were synthesized, characterized by different spectroscopic techniques such as 1H NMR and EI-MS, and screened for α-amylase inhibitory activity. All analogs showed a variable degree of α-amylase inhibition with IC50 values ranging between 1.66 and 2.65 μM. Nine compounds that are 1 (2.23 ± 0.01 μM), 8 (2.44 ± 0.12 μM), 10 (1.92 ± 0.12 μM), 12 (2.49 ± 0.17 μM), 13 (1.66 ± 0.09 μM), 17 (2.25 ± 0.1 μM), 18 (1.87 ± 0.25 μM), 20 (1.83 ± 0.63 μM), and 19 (1.97 ± 0.02 μM) showed potent α-amylase inhibition when compared with the standard acarbose (1.05 ± 0.29 μM). Other analogs showed good to moderate α-amylase inhibition. The structure activity relationship is mainly focusing on difference of substituents on phenyl part. Molecular docking studies were carried out to understand the binding interaction of the most active compounds.

Original languageEnglish
Pages (from-to)121-127
Number of pages7
JournalBioorganic Chemistry
Volume73
DOIs
Publication statusPublished - Aug 2017
Externally publishedYes

Keywords

  • Indole
  • Molecular docking
  • SAR
  • Synthesis
  • α-Amylase inhibitory potential

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