New bitter-tasting hemiterpene glycosides from the Japanese fern Hymenophyllum barbatum.
Hymenosides G--J were newly isolated from the Japanese fern Hymenophyllum barbatum, in addition to hymenosides A--F. The structures of hymenosides were elucidated by extensive two-dimensional nuclear magnetic resonance and/or chemical evidence. The structures of those aglycones were divided into three types, 1,4-dihydroxy-2-hydroxymethyl-but-2-ene, 1,4-dihydroxy-2-methyl-but-2-ene, and 3-hydroxy-5-hexanolide. The sugar moieties were also established by chemical and spectroscopic methods, which were acylated by phenylacetic acid derivatives. These glycosides had a bitter or weakly pungent taste.
Toyota
M
M
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Oiso
Y
Y
Asakawa
Y
Y
D000107:Acetylation; D002236:Carbohydrate Conformation; D002855:Chromatography, Thin Layer; D018360:Crystallography, X-Ray; D029624:Ferns / Q000737:chemistry*; D006868:Hydrolysis; D007564:Japan; D013058:Mass Spectrometry; D008958:Models, Molecular; D013649:Taste; D013729:Terpenes / Q000737:chemistry*
D013729:Terpenes