Three new pentasaccharide resin glycosides from the roots of sweet potato (Ipomoea batatas).
Three new pentasaccharide resin glycosides, batatosides III-V (1-3), were isolated from the roots of Sweet potato (Ipomoea batatas). Saponification of the crude resin glycoside mixture yielded substituents and simonic acid B. The structures of the isolated compounds (1-3) were established through spectroscopic analyses, including high field NMR spectroscopy and HR-ESI-MS, and chemical correlation. The major characteristics of 3 are the presence of three different substituents, especially the substituent of cinnamic acid was seldom. The monosaccharides of 1-3 were proved by GC-MS and the absolute configuration of aglycone was further established as S by Mosher's method with R-methyloxyphenylacetic acid (MPA) and S-MPA.
Yin
Yong-Qin
YQ
Department of Natural Medicinal Chemistry, China Pharmaceutical University, Jiangsu, P. R. China.
Huang
Xue-Feng
XF
Kong
Ling-Yi
LY
Niwa
Masatake
M
D002240:Carbohydrate Sequence; D002934:Cinnamates / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D006868:Hydrolysis; D007202:Indicators and Reagents; D027723:Ipomoea batatas / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry; D012995:Solubility; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared
D002934:Cinnamates; D007202:Indicators and Reagents; D009844:Oligosaccharides; D010936:Plant Extracts; C534246:batatoside III; C534245:batatoside IV; C534247:batatoside V; C029010:cinnamic acid