α-Glucosidase inhibition and docking studies of 5-deoxyflavonols and dihydroflavonols isolated from abutilon Pakistanicum

• Published in: Current Organic Chemistry
• Main Author: Hussain M.; Ahmed Z.; Khan S.N.; Shah S.A.A.; Razi R.; Imran S.; Khalid M.; Ali B.; Irshad M.B.; Nawaz F.; Chaudhry M.I.
• Format: Article
• Language: English
• Published: Bentham Science Publishers 2019
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85075607374&doi=10.2174%2f1385272823666191001224741&partnerID=40&md5=ab26d1c816a2ade48e754066b6171519

Three new 5-deoxyflavonoid and dihydroflavonoids 2, 3 and 4 have been isolated from the methanolic extract of Abutioln pakistanicum aerial parts, for which structures were elucidated explicitly by extensive MS- and NMR-experiments. In addition to these, 3,7,4'-trihydroxy-3'-methoxy flavonol (1) is reported for the first time from Abutioln pakistanicum. Compound 2 and 4 are p-coumaric acid esters while compounds 2-4 exhibited α-glucosidase inhibitory activity. Docking studies indicated that the ability of flavonoids 2, 3 and 4 to form multiple hydrogen bonds with catalytically important residues is decisive hence is responsible for the inhibition activity. The docking results signified the observed in-vitro activity quite well which is in accordance with previously obtained conclusion that phenol moiety and hydroxyl group are critical for the inhibition of α-glucosidase enzyme. © 2019 Bentham Science Publishers.