Methylated Flavonols from Amomum koenigii J.F.Gmel. and Their Antimicrobial and Antioxidant Activities

Biochemistry Research International
Minh Giang PhanQuoc Binh Nguyen

Abstract

Methylated flavonols form a special group with modulating biological activities in comparison with kaempferol and quercetin. The present study isolated ten compounds including two kaempferol methyl ethers: 5-hydroxy-3,7,4'-trimethoxyflavone (1), 3-hydroxy-5,7,4'-trimethoxyflavone (6); four quercetin methyl ethers: retusin (5-hydroxy-3,7,3',4'-tetramethoxyflavone) (4), 3,5-dihydroxy-7,3',4'-trimethoxyflavone (5), 3,4'-dihydroxy-5,7,3'-trimethoxyflavone (7), and 3,5,7,3',4'-pentamethoxyflavone (9); β-sitosterol (2); 5-hydroxy-1-(4'-hydroxyphenyl)eicosan-3-one (3); p-hydroquinone (8); and vanillic acid (10) from the rhizomes and fruit of Amomum koenigii J.F.Gmel. (Zingiberaceae). Their structures were determined by MS, NMR, and X-ray spectroscopic techniques. Among the methylated flavonols, 1, 4-7, and 9 were isolated for the first time from the rhizomes, while 1, 4, and 5 were isolated from the fruit. Compounds 2, 3, 7, 8, and 10 were reported for the first time from the species. Three main methylated flavonols 1, 4, and 5 were quantitatively analyzed in the rhizomes of A. koenigii by RP-HPLC-DAD; their contents were determined to be 1.81% (1), 1.38% (4), and 1.76% (5). The antimicrobial assay against Escherichia coli, Pseudomona...Continue Reading

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Methods Mentioned

BETA
NMR
X-ray
column chromatography

Software Mentioned

TableCurve AISN
SHELXTL
SAINT

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