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Planta Med 2016; 82(14): 1274-1278
DOI: 10.1055/s-0042-110656
Biological and Pharmacological Activity
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Flavonoids from Cyclopia genistoides and Their Xanthine Oxidase Inhibitory Activity

Orsolya Roza
1   Department of Pharmacognosy, University of Szeged, Szeged, Hungary
,
Ana Martins
1   Department of Pharmacognosy, University of Szeged, Szeged, Hungary
,
Judit Hohmann
1   Department of Pharmacognosy, University of Szeged, Szeged, Hungary
2   Interdisciplinary Centre for Natural Products, University of Szeged, Szeged, Hungary
,
Wan-Chun Lai
3   Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan, Republic of China
,
Jacobus Eloff
4   Phytomedicine Programme, Department of Paraclinical Sciences, Faculty of Veterinary Science, University of Pretoria, Onderstepoort, Pretoria, South Africa
,
Fang-Rong Chang
3   Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan, Republic of China
,
Dezső Csupor
1   Department of Pharmacognosy, University of Szeged, Szeged, Hungary
2   Interdisciplinary Centre for Natural Products, University of Szeged, Szeged, Hungary
› Author Affiliations
Further Information

Publication History

received 15 April 2016
revised 09 June 2016

accepted 11 June 2016

Publication Date:
08 July 2016 (online)

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Abstract

The present paper reports the chemical analysis of the methanolic extracts of fermented and non-fermented Cyclopia genistoides herbs and an investigation of the xanthine oxidase inhibitory activity of the isolated constituents. Chemical analysis of the leaves and stems of C. genistoides yielded the isolation and identification of two benzophenone glucosides, iriflophenone 2-O-β-glucopyranoside (1) and iriflophenone 3-C-β-glucopyranoside (2), two pterocarpans, (6aR,11aR)-(−)-2-methoxymaackiain (5) and (6aR,11aR)-(−)-maackiain (6), along with the flavanones liquiritigenin (9) and hesperetin (10), the flavone diosmetin (11), the isoflavones afrormosin (7) and formononetin (8), piceol (3), and 4-hydroxybenzaldehid (4). Among the eleven compounds, nine are reported for the first time from this species, and six from the genus Cyclopia. These compounds, together with previously isolated secondary metabolites of this species, were tested for xanthine oxidase inhibitory activity. The 5,7-dihydroxyflavones luteolin and diosmetin significantly inhibited the enzyme in vitro, while hesperetin (10) and 5,7,3′,5′-tetrahydroxyflavone exerted weak activity.

Key words

xanthine oxidase - Cyclopia genistoides - gout - flavonoid - benzophenone - honeybush - Fabaceae

Supporting Information

 

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