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α-Glucosidase Inhibition and Docking Studies of 5-Deoxyflavonols and Dihydroflavonols Isolated from Abutilon pakistanicum

[ Vol. 23 , Issue. 17 ]

Author(s):

Munawar Hussain*, Zaheer Ahmed, Shamsun N. Khan, Syed A. A. Shah*, Rizwana Razi, Syahrul Imran, Muhammad Khalid, Bakhat Ali, Muhammad B. Irshad, Faisal Nawaz and Muhammad I. Chaudhry   Pages 1857 - 1866 ( 10 )

Abstract:


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.

Keywords:

Abutilon, Abutilon pakistanicum, 5-deoxygenated, p-coumaric acid esters, α-glucosidase, docking.

Affiliation:

Department of Chemistry, Faculty of Natural Sciences, Khwaja Fareed University of Engineering and Information Technology, Rahim Yar Khan, H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Faculty of Pharmacy, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor Darul Ehsan, H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Atta-ur-Rahman Institute for Natural Products Discovery (AuRIns), Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor Darul Ehsan, Department of Chemistry, Faculty of Natural Sciences, Khwaja Fareed University of Engineering and Information Technology, Rahim Yar Khan, Department of Chemistry, Faculty of Natural Sciences, Khwaja Fareed University of Engineering and Information Technology, Rahim Yar Khan, Department of Chemistry, Faculty of Natural Sciences, Khwaja Fareed University of Engineering and Information Technology, Rahim Yar Khan, Department of Chemistry, University of Wah, Quaid Avenue, Wah Cantt47040, H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270

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