title: Eriosema chinense: a rich source of antimicrobial and antioxidant flavonoids.
abstract: Six prenylated flavonoids, (2R,3S)-3,5,4'-trihydroxy-6″-6″dimethylpyrano(2″,3″:7,6)-8-(3″', 3″'-dimethylallyl)flavanone, (2R,3S)-3,5,2'-trihydroxy-4'-methoxy-6″,6″-dimethylpyrano(2″,3″:7,6)-8-(3″',3″'-dimethylallyl)flavanone, (2R,3R)-3,5,2',4'-tetrahydroxy-6″,6″-dimethylpyrano(2″,3″:7,6)-8-(3″',3″'-dimethylallyl)flavanone, 3,5,2',4'-tetrahydroxy-6″,6″-dimethylpyrano(2″,3″:7,6)-8-(3″',3″'-dimethylallyl)flavone, (2R,3R,2″'R)-3,5,2″'-trihydroxy-4'-methoxy-6″,6″-dimethylpyrano(2″,3″:7,6)-8-(3″'-methylbut-3″'-enyl)flavanone, (2R,3R)-3,5-dihydroxy-4'-methoxy-6″,6″-dimethylpyrano(2″,3″:7,6)-8-(2″',3″'-epoxy-3″'-methyl butyl)flavanone, an isoflavone, 6,7-dimethoxy-5,2',4'-trihydroxyisoflavone, and octaeicosanyl-trans-p-coumarate together with 12 known compounds, were isolated from roots of Eriosema chinense. This structural elucidation was determined by spectroscopic methods. Several isolates and derivatives were evaluated for their antimicrobial and antioxidant activities. Results obtained provide additional evidence showing that the presence of both the free phenolic OH and the lipophilic prenyl groups are crucial for potent antimicrobial activity against yeast, gram positive and gram negative bacteria, whereas the presence of free phenolic OH group is required for strong radical scavenging property.
authors.affiliation: Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Ramkhamhaeng University, Hua Mark, Bangkapi, Bangkok 10240, Thailand.
authors.forename: Sanit
authors.initials: S
authors.lastname: Thongnest
authors.forename: Thitima
authors.initials: T
authors.lastname: Lhinhatrakool
authors.forename: Nuanchawee
authors.initials: N
authors.lastname: Wetprasit
authors.forename: Pakawadee
authors.initials: P
authors.lastname: Sutthivaiyakit
authors.forename: Somyote
authors.initials: S
authors.lastname: Sutthivaiyakit
mesh_terms: D000890:Anti-Infective Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D004895:Erythrina / Q000737:chemistry; D007887:Fabaceae / Q000737:chemistry*; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010851:Picrates / Q000494:pharmacology; D018517:Plant Roots / Q000737:chemistry; D013237:Stereoisomerism; D013785:Thailand
chemical_list: D000890:Anti-Infective Agents; D000975:Antioxidants; D001713:Biphenyl Compounds; D005419:Flavonoids; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl
keywords: Antimicrobial activity; Antioxidant activity; Eriosema chinense Vogel; Flavonoids; Leguminosae-Papilionoidaeae