Resin glycosides. II. Identification and characterization of the component organic and glycosidic acids of the crude resin glycoside from the seeds of Ipomoea muricata.

Abstract

Contrary to the work of Khanna and Gupta [Phytochemistry, 6, 735 (1967)], alkaline hydrolysis of the glycoside fraction obtained from the seeds of Ipomoea muricata (L) JACQ. (Convolvulaceae) gave three glycosidic acids, muricatic acids A (5), B (6) and C (trace), together with isobutyric, 2S-methylbutyric and (2R, 3R)-nilic (3-hydroxy-2-methylbutyric) acids. Muricatic acids A and B were characterized 11R-jalapinolic acid 11-O-β-D-fucopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-quinovopyranosyl-(1→2)-β-D-quinovopyranoside and 11R-jalapinolic acid 11-O-β-D-quinovopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-quinovopyranosyl-(1→2)-β-D-quinovopyranoside, respectively, on the basis of chemical and spectroscopic data.The similarity of the component organic and glycosidic acids to those of resin glycoside from I. orizabensis suggests the glycoside fraction to be a mixture of so-called resin glycosides.