Abstract
A new aryl coumarin glucoside, asphodelin A 4'-O-beta-d-glucoside (1), and its aglycon, asphodelin A (2), were isolated from Asphodelus microcarpus. The structures were determined by detailed spectroscopic analysis and chemical transformation as 3-(2'-hydroxy-p-O-beta-d-glucopyranosyloxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one (1) and 3-(2',4'-dihydroxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one (2), respectively. These compounds were isolated following bioactivity-directed fractionation, using antimicrobial activity, in which 1 and 2 exhibited moderate and potent activities, respectively. This is the first report of a 3-arylcoumarin derivative, a rare class of isoflavonoids, from a plant in the family Liliaceae.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anti-Infective Agents* / chemistry
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Anti-Infective Agents* / isolation & purification
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Anti-Infective Agents* / pharmacology
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Botrytis / drug effects
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Candida albicans / drug effects
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Coumarins* / chemistry
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Coumarins* / isolation & purification
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Coumarins* / pharmacology
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Egypt
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Escherichia coli / drug effects
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Glucosides* / chemistry
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Glucosides* / isolation & purification
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Glucosides* / pharmacology
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Liliaceae / chemistry*
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Microbial Sensitivity Tests
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Molecular Structure
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Plants, Medicinal / chemistry*
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Pseudomonas aeruginosa / drug effects
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Staphylococcus aureus / drug effects
Substances
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Anti-Infective Agents
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Coumarins
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Glucosides
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asphodelin A
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asphodelin A 4'-O-beta-D-glucoside