Synthesis and biological evaluation of carbohydrate appended hydrazinocyclopentenes with potent glycation and I--glucosidase inhibition activities

• Published in: Tetrahedron letters Vol. 54; no. 42; pp. 5682 - 5685
• Main Authors: Ajish, K R, Joseph, Nayana, Rani, M, Raghu, K G, Vineetha, V P, Radhakrishnan, K V
• Format: Journal Article
• Language: English
• Published: 01-10-2013
• Subjects: Biological; Biotechnology; Carbohydrates; Galactose; Inhibitors; Synthesis (chemistry); Tetrahedrons; Toxicity
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2013.08.022

Synthesis and biological evaluation of novel alkylidenecyclopentene glycohybrids via palladium and click chemistry are described. Out of the six molecules synthesized, four molecules were screened against I--glucosidase, I--amylase, and glycation reactions. The results showed that the compound 7f with a galactose appendage is a good I--glucosidase inhibitor and a potent anti-glycation agent under in vitro conditions with an IC50 value of 0.075 mu M and 0.022 mu M, respectively. The toxicity of the compounds against normal cell lines was checked by MTT assay.