Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Phytochemical Studies of Seeds of Medicinal Plants. III.Ursolic Acid and Oleanolic Acid Glycosides from Seeds of Patrinia scabiosaefolia FISCHER
Tsutomu NAKANISHIKeishi TANAKAHiroko MURATAMidori SOMEKAWAAkira INADA
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1993 Volume 41 Issue 1 Pages 183-186

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Abstract

Three isomeric pairs of ursolic acid (1, 3, and 5) and oleanolic acid (2, 4, and 6) glycosides were isolated as predominant constituents from seeds of Patrinia scabiosaefolia FISCHER (Valerianaceae). Based on chemical and spectral evidence, their structures were established to be 3-O-[α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl] ursolic acid(1) and oleanolic acid (2), 3-O-[β-D-glucopyranosyl-(1→3)-α-L-arabinopyranosyl] ursolic acid (3) and oleanolic acid(4), and 3-O-{α-L-rhamonopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-α-L-arabinopyranosyl} ursolic acid (5) and oleanolic acid (6), respectively. Glycosides 1, 5, and new compounds and named as patrinia-glycosides A-I, B-I, and B-II, respectively. Glycoside 3 is a known but is the first naturally occurring product. Ursolic acid glycosides were first found from this plant specimen.

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