Design, Synthesis, In Silico Testing, and In Vitro Evaluation of Thiazolidinone-Based Benzothiazole Derivatives as Inhibitors of α-Amylase and α-Glucosidase

Shoaib Khan, Shahid Iqbal, Marwa Khan, Wajid Rehman, Mazloom Shah, Rafaqat Hussain, Liaqat Rasheed, Yousaf Khan, Ayed A. Dera, Rami Adel Pashameah, Eman Alzahrani, Abd Elaziem Farouk

Research output: Journal PublicationArticlepeer-review

49 Citations (Scopus)

Abstract

In this study, a stepwise reaction afforded thiazolidinone-based benzothiazole derivatives 1–15, and the synthesized derivatives were then screened for biological significance and found to be the leading candidates against α-amylase and α-glucosidase enzymes. Almost all derivatives showed excellent to good activity ranging against α-amylase, IC50 = 2.10 ± 0.70 to 37.50 ± 0.70 μM, and α-glucosidase, IC50 = 3.20 ± 0.05 to 39.40 ± 0.80 μM. Some analogues such as 4 (2.40 ± 0.70 and 3.50 ± 0.70 μM), 5 (2.30 ± 0.05 and 4.80 ± 0.10 μM), and 6 (2.10 ± 0.70 and 3.20 ± 0.70 μM) were found with folds better activity than that of the standard drug acarbose (9.10 ± 0.10 and 10.70 ± 0.10 μM), respectively. Moreover, the structure–activity relationship (SAR) has been established for all compounds. A molecular docking study has been carried out to explore the binding interactions against α-amylase and α-glucosidase enzymes.

Original languageEnglish
Article number1164
JournalPharmaceuticals
Volume15
Issue number10
DOIs
Publication statusPublished - Oct 2022
Externally publishedYes

Keywords

  • SAR
  • benzothiazole
  • molecular docking
  • synthesis
  • thiazolidinone
  • α-amylase and α-glucosidase enzymes

ASJC Scopus subject areas

  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery

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