Synthesis and novel structural hybrid analogs of oxindole derivatives bearing piperidine ring, their antidiabetics II activity and molecular docking study

• Published in: Journal of Molecular Structure
• Main Author: Mukhliss L.; Taha M.; Rahim F.; Adalat B.; Ajmal A.; Wadood A.; Uddin N.; Khan K.M.; Ali Shah S.A.
• Format: Article
• Language: English
• Published: Elsevier B.V. 2025
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85217236617&doi=10.1016%2fj.molstruc.2025.141666&partnerID=40&md5=864bca5fc5b352439f5852004ab8b3a4

Synthesis of new potent antidiabetic scaffolds have grabbed the attention of researchers worldwide. In this context, new oxindole bearing piperidine derivatives (1–18) were synthesized and characterized using 1 HNMR, 13CNMR, and EI-MS, and then tested their potency as α-glucosidase and α-amylase inhibitors. When compared to the standard inhibitor acarbose, which has an IC50 value of 10 0.30 ± 0.20µM for α-amylase and 9.80 ± 0.20 µM for α-glucosidase, all the compounds in the series showed exceptional α-amylase and α-glucosidase inhibition. The most effective derivative in the series is derivative 8 with an IC50 value of 0.30 ± 0.05 µM for α-amylase and 0.40 ± 0.05 µM for α-glucosidase, which is significantly more effective than the common acarbose. Structure-activity relationship (SAR) was established based on the alteration of position of the substituents on the phenyl portion. The most effective drugs' binding interactions were studied using molecular docking techniques. © 2025 Elsevier B.V.