Terpenoid glycosides from the root's barks of Eriocoelum microspermum Radlk. ex Engl

Eight undescribed triterpenoid saponins together with a known one, and two undescribed sesquiterpene glycosides were isolated from root's barks of Eriocoelum microspermum. Their structures were elucidated by spectroscopic methods including 1D and 2D experiments in combinaison with mass spectrometry as 3-0-alpha-L-rhamnopyranosyl-(1 -> 3)-[alpha-L-rhamnopyranosyl-(1 -> 2)]-alpha-L-arabinopyranosylhederagenin, 3-0-alpha-L-rhamnopyranosyl-(1 -> 3)-[beta-D-glucopyranosyl-(1 -> 3)-beta-L-rhamnopyranosyl-(1 -> 2)]-alpha-L-arabinopyranosylhederagenin, 3-O-alpha-L-rhamnopyranosyl-(1 -> 3)-[beta-D-xylopyranosyl-(l -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)]-alpha-L-arabinopyranosylhederagenin, 3-O-alpha-L-rhamnopyranosyl-(1 -> 4)-[alpha-L-rhamnopyranosyl-(1 -> 2)]-alpha-L-arabinopyranosylhederagemn 28-O-beta-D-glucopyranosyl ester, 3-O-alpha-L-rhamnopyranosyl-(1 -> 3)-beta-D-xylopyranosyl-(1 -> 4)-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-alpha-L-arabinopyranosylhederagenin, 3-O-alpha-L-rhamnopyranosyl-(1 -> 3)-alpha-L-arabinopyranosyl-(1 -> 4)-beta-D-xylopyranosyl-(1 -> 3)-beta-L-rhamnopyranosyl-(1 -> 2)-alpha-L-arabinopyranosylhederagenin, 3-O-beta-D-xylopyranosyl-(1 -> 4)-alpha-L-arabinopyranosyl-(1 -> 4)-beta-D-glucopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-alpha-L-arabinopyranosylhederagenin, 3-O-alpha-L-rhamnopyranosyl-(1 -> 4)-alpha-L-rhamnopyranosyl-(1 -> 3)-alpha-L-arabinopyranosyl-(1 -> 4)-beta-D-glucopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)]-alpha-L-arabinopyranosylhederagenin, 1-O-{beta-D-xylopyranosyl-(1 -> 3)-[alpha-L-rhamnopyranosyl-(1 -> 2)]-beta-D-glucopyranosyl-(1 -> 4)-alpha-L-rhamnopyranosyl-(1 -> 6)}-[beta-D-xylopyranosyl-(1 -> 3)]-[alpha-L-rhamnopyranosyl-(1 -> 2)]-beta-D-glucopyranosyl-(2E,6E)-farnes-1-O], l-O-{beta-D-glucopyranosyl-(l -> 3)-[alpha-L-rhamnopyranosyl-(1 -> 2)]-beta-D-glucopyranosyl-(1 -> 4)-alpha-L-rhamnopyranosyl-(1 -> 6)}-[beta-D-xylopyranosyl-(1 -> 3)]-[alpha-L-rhamnopyranosyl-(1 -> 2)]-beta-D-glucopyranosyl-(2E,6E)-farnes-l-O]. These results represent a contribution to the chemotaxonomy of the genus Eriocoelum highlighting farnesol glycosides as chemotaxonomic markers of the subfamily of Sapindoideae in the family of Sapindaceae. (C) 2018 Elsevier Ltd. All rights reserved.