Acylated Glycosides of Hydroxy Fatty Acid Methyl Esters Generated from the Crude Resin Glycoside (Pharbitin) of Seeds of Pharbitis nil by Treatment with Indium(III) Chloride in Methanol
Authors:
- Masateru OnoMOMasateru Ono
- Ayako TakigawaATAyako Takigawa
- Tomoko MinenoTMTomoko Mineno
- Hitoshi YoshimitsuHYHitoshi Yoshimitsu
- Toshihiro NoharaTNToshihiro Nohara
- Tsuyoshi IkedaTITsuyoshi Ikeda
- Emiko Fukuda-TeramachiEFEmiko Fukuda-Teramachi
- Naoki NodaNNNaoki Noda
- Kazumoto MiyaharaKMKazumoto Miyahara
- 12 October 2010
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 73 (11) , 1846-1852
Abstract
Treatment of the crude ether-insoluble resin glycoside (convolvulin) from seeds of Pharbitis nil (Pharbitis Semen), called pharbitin, with indium(III) chloride in methanol provided seven oligoglycosides of hydroxy fatty acid methyl esters partially acylated by 2-methyl-3-hydroxybutyric (nilic) and 2S-methylbutyric acids. Their structures were elucidated on the basis of NMR and MS data and chemical conversions.Keywords
This publication has 20 references indexed in Scilit:
- Batatins I and II, Ester-Type Dimers of Acylated Pentasaccharides from the Resin Glycosides of Sweet PotatoJournal of Natural Products, 2007
- Profiling of the Resin Glycoside Content of Mexican Jalap Roots with Purgative ActivityJournal of Natural Products, 2006
- Structural Investigation of Resin Glycosides from Ipomoea lonchophyllaJournal of Natural Products, 1997
- A novel resin glycoside, merremin (tuguajalapin X dimer), from Merremia hungaiensis.Chemical and Pharmaceutical Bulletin, 1995
- Resin Glycosides. XVIII. Determination by Mosher's Method of the Absolute Configurations of Mono- and Dihydroxyfatty Acids Originated from Resin Glycosides.Chemical and Pharmaceutical Bulletin, 1993
- Resin glycosides. VII. Reinvestigation of the component organic and glycosidic acids of pharbitin, the crude ether-insoluble resin glycoside ("convolvulin") of pharbitidis semen (seeds of Pharbitis nil).Chemical and Pharmaceutical Bulletin, 1990
- Studies on Resin Glycosides. III. Complete Structures of Pharbitic Acids C and DChemical and Pharmaceutical Bulletin, 1972
- Studies on Resin Glycosides. I. Reinvestigation of the Components of Pharbitin, a Resin Glycoside of the Seeds of Pharbitis Nil CHOISYChemical and Pharmaceutical Bulletin, 1971
- Studies on Resin Glycosides. II. Unhomogeneity of "Pharbitic Acid" and Isolation and Partial Structures of Pharbitic Acids C and D, the Major Constituents of "Pharbitic Acid"Chemical and Pharmaceutical Bulletin, 1971
- Über Jalapenharz und dessen Hauptbestandteil, das ConvolvulinArchiv der Pharmazie, 1938