title: Prenylated flavonoids from the stems and leaves of Desmodium caudatum and evaluation of their inhibitory activity against the film-forming growth of Zygosaccharomyces rouxii F51.
abstract: In order to provide scientific evidence for the relationship between the traditional usage, stems and leaves of Desmodium caudatum being used for protecting miso from spoilage, and its Japanese name (miso-naoshi), phytochemical study on the stems and leaves of this plant was carried out. Seven new prenylated flavonoids (1-3, 15-18), together with 19 known compounds (4-14, 19-26), were isolated, and the structures of new compounds were elucidated by extensive spectroscopic analyses. The minimum inhibitory concentrations (MICs) of 28 flavonoids, including 17 compounds (1, 2, 4, 5, 7-14, 20-22, 24, 25) isolated in this study and 11 flavonoids (27-37) previously isolated from the roots of this plant, against the film-forming yeast of Zygosaccharomyces rouxii F51 were determined. Fifteen compounds (2, 4, 5, 11, 12, 14, 21, 22, 25, 27, 28, 32-35) inhibited the film-forming growth of Z. rouxii F51 (MIC values, 7.8-62.5 μg/mL), among which 2",2"-dimethylpyran-(5",6":7,8)-5,2'-dihydroxy-4'-methoxy-(2R,3R)-dihydroflavonol (11) demonstrated potent inhibitory activity with an MIC value of 7.8 μg/mL.
authors: Graduate School of Pharmaceutical Sciences and ‡Faculty of Pharmaceutical Sciences, The University of Tokushima , 1-78 Shomachi, Tokushima 770-8505, Japan.
authors: Hisako
authors: H
authors: Sasaki
authors: Hirofumi
authors: H
authors: Shibata
authors: Kiyoshi
authors: K
authors: Imabayashi
authors: Yoshihisa
authors: Y
authors: Takaishi
authors: Yoshiki
authors: Y
authors: Kashiwada
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology*; D018441:Biofilms / Q000187:drug effects*; D007887:Fabaceae / Q000737:chemistry*; D005419:Flavonoids / Q000737:chemistry / Q000494:pharmacology*; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D054876:Prenylation; D020068:Zygosaccharomyces / Q000187:drug effects* / Q000254:growth & development / Q000502:physiology*
chemical_list: D000935:Antifungal Agents; D005419:Flavonoids; D010936:Plant Extracts