Components of Ether-Insoluble Resin Glycoside (Convolvulin) from Seeds of Quamoclit pennata

• Published in: Chemical & Pharmaceutical Bulletin Vol. 58; no. 5; pp. 666 - 672
• Main Authors: Ono, Masateru, Takagi-Taki, Yoko, Honda-Yamada, Fumiko, Noda, Naoki, Miyahara, Kazumoto
• Format: Journal Article
• Language: English; Japanese
• Published: TOKYO The Pharmaceutical Society of Japan 01.05.2010; Pharmaceutical Society of Japan; Pharmaceutical Soc Japan; Japan Science and Technology Agency
• Subjects: Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Convolvulaceae; Convolvulaceae - chemistry; convolvulin; Ether - chemistry; Glycosides - chemistry; glycosidic acid; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Molecular Structure; organic acid; Pharmacology & Pharmacy; Physical Sciences; Quamoclit pennata; resin glycoside; Resins, Plant - chemistry; Science & Technology; Seeds - chemistry; Solubility; resin glycoside; convolvulin; glycosidic acid; CHEMICAL-SHIFTS; ACIDS; Quamoclit pennata; organic acid; Convolvulaceae
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.58.666

Alkaline hydrolysis of the ether-insoluble resin glycoside (convolvulin) fraction of the seeds of Quamoclit pennata BOJER (Convolvulaceae) provided five new glycosidic acids, quamoclinic acids B, C, D, E, and F, along with six organic acids, isobutyric, 2S-methylbutyric, tiglic, 2R,3R-nilic, 7S-hydroxydecanoic, and 7S-hydroxydodecanoic acids. These new compounds were characterized on the basis of spectroscopic data as well as chemical evidence. Quamoclinic acids E and F are the first examples of heptaglycosides of glycosidic acid.