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KMID : 0043320160390010043
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Archives of Pharmacal Research
2016 Volume.39 No. 1 p.43 ~ p.50
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Antioxidant C-glycosylflavones of Drymaria cordata (Linn.) Willd
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Nono Raymond N.
Nguelefack Mbuyo Elvine P.
Nzowa Laurence K.
Ponou Beaudelaire K.
Teponno Remy B.
Nguelefack Telesphore B.
Barboni Luciano
Tapondjou Leon A.
Park Hee-Juhn
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Abstract
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A new C-glycosylflavone, drymaritin E (6-C-(3-keto-β-digitoxopyranosyl)-4′-O-(β-d-glucopyranosyl)-7-methoxyl-5,4′-dihydroxylflavone) 1 was isolated from the oily upper phase (SU) of the MeOH extract from aerial parts of Drymaria cordata together with two known compounds (cassiaoccidentalin A 2 and anemonin 3) and an inseparable mixture of two known C-glycosylflavones 5,4′-dihydroxy-7-methoxyflavone-6-C-(2′′-O-α-l-rhamnopyranosyl)-β-d-glucopyranoside 4a and 5,7,3′,4′-tetrahydroxyflavone-6-C-(2′′-O-α-l-rhamnopyranosyl)-β-d-glucopyranoside 4b. The alkaline hydrolysis of 3 led to a new hemisynthetic derivative, sodium anemonate (sodium 2-((1’E) 2′-sodium-carboxylate-vinyl)-5-oxo-cyclohex-1-ene carboxylate) 3a. The chemical structures were determined by spectroscopic methods (1H NMR, 13C NMR, 1H-1H COSY, HMBC, HSQC, and NOESY) and mass spectrometry (ESI?MS). C-glycosylflavones had significant free radical-scavenging activities on the radical 2,2-diphenyl-1-picrylhydrazyl (DPPH). However, SU and compounds 3 and 3a exhibited no activity. In particular, compound 1 exhibited a concentration-dependent radical scavenging activity on DPPH with EC50 of 31.43 μg/mL.
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KEYWORD
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Drymaria cordata, Caryophyllaceae, C-glycosylflavone, Anemonin, Antioxidant activity
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