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Synthesis and α-glucosidase inhibition activity of dihydroxy pyrrolidines
Sivaprasad Kasturi1, Sujatha Surarapu2, Srinivas Uppalanchi2
1Department of Medicinal Chemistry, GVK Biosciences Pvt. Ltd, Plot. No. 28 A, IDA, Nacharam, Hyderabad 500076, Telangana State, India; Centre for Chemical Sciences & Technology, Institute of Science and Technology, JNTUH, Kukatpally, Hyderabad 500085, Telangana State, India.
Abstract:
A new series of Deacetylsarmentamide A and B derivatives, amides and sulfonamides of 3,4-dihydroxypyrrolidines as α-glucosidase inhibitors were designed and synthesized. The biological screening test against α-glucosidase showed that some of these compounds have the positive inhibitory activity against α-glucosidase. Saturated aliphatic amides were more potent than the olefinic amides. Among all the compounds, 5o/6o having polar -NH2 group, 10f/11f having polar -OH group on phenyl ring displayed 3-4-fold more potent than the standard drugs. Acarbose, Voglibose and Miglitol were used as standard references. The promising compounds 6i, 5o, 6o, 10a, 11a, 10f and 11f have been identified. Molecular docking simulations were done for compounds to identify important binding modes responsible for inhibition activity of α-glucosidase.
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