Investigating Novel Thiophene Carbaldehyde Based Thiazole Derivatives as Potential Hits for Diabetic Management: Synthesis, In Vitro and In Silico Approach

• Published in: CHEMISTRYSELECT
• Main Authors: Ullah, Najeeb; Alam, Aftab; Zainab; Elhenawy, Ahmed A.; Naz, Saira; Islam, Mohammad Shahidul; Ahmad, Shujaat; Shah, Syed Adnan Ali; Ahmad, Manzoor
• Format: Article
• Language: English
• Published: WILEY-V C H VERLAG GMBH 2024
• Subjects: Chemistry
• Online Access: https://www-webofscience-com.uitm.idm.oclc.org/wos/woscc/full-record/WOS:001167944200001

This research work is based on synthesis of eleven novel thiazole derivatives (3 a-k) of thiophene carbaldehyde. All the synthesized compounds were successfully synthesized, characterized by H-1-NMR and EI-MS spectroscopic techniques and finally subjected for their in vitro alpha-glucosidase inhibitory activity. Seven derivatives 3 i (IC50=10.21 +/- 1.84 mu M), 3 b (IC50=11.14 +/- 0.99 mu M), 3 f (IC50=13.21 +/- 2.76 mu M), 3 h (IC50=14.21 +/- 0.31 mu M), 3 k (IC50=15.21 +/- 1.02 mu M), 3 e (IC50=16.21 +/- 1.32 mu M), and 3 c (IC50=18.21 +/- 1.89 mu M), in the series displayed excellent inhibitory potential better than the standard acarbose. However, two compounds 3 g (IC50=33.21 +/- 1.99 mu M) and 3 d (IC50=42.31 +/- 2.12 mu M) showed significant activity while two compounds 3 j and 3 a were found less active with IC50 values of 82.31 +/- 0.31 and 88.36 +/- 1.21 mu M respectively. Additional research revealed that the compounds are not exhibiting any cytotoxic effects. The molecular docking study of these derivatives showed their good binding potential for alpha-glucosidase active site with excellent interactions and docking scores.