Antimicrobial arylcoumarins from Asphodelus microcarpus.
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.
El-Seedi
Hesham R
HR
Division of Pharmacognosy, Department of Medicinal Chemistry, Biomedical Centre, Uppsala University, Box 574, S-751 23 Uppsala, Sweden. hesham.el-seedi@fkog.uu.se
D000890:Anti-Infective Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D020171:Botrytis / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D003374:Coumarins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004534:Egypt; D004926:Escherichia coli / Q000187:drug effects; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D019668:Liliaceae / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects
D000890:Anti-Infective Agents; D003374:Coumarins; D005960:Glucosides; C517721:asphodelin A; C517720:asphodelin A 4'-O-beta-D-glucoside