A New Ursane-Type Nor-Triterpenoid from the Leaves of Eucommia ulmoides Oliv.

作者:Li, Chuangjun; Li, Li; Wang, Chao; Yang, Jingzhi; Ye, Fei; Tian, Jinying; Si, Yikang; Zhang, Dongming*
来源:Molecules, 2012, 17(12): 13960-13968.
DOI:10.3390/molecules171213960

摘要

A new ursane-type nortriterpenoid, (11S,12S)-4-methyl-11,12-epoxy-2-hydroxy-3-oxoursa-1,4-dine-28-oic acid gamma-lactone (1), named ulmoidol A, together with ten known compounds: ulmoidol (2), corosolic acid (3), 2 alpha,3 alpha-dihydroxy-24-nor-4(23), 12-oleanadien-28-oic acid (4), oleanolic acid (5), ursolic acid (6), cycloart-3 beta, 25-diol (7), foliasalacioside B1 (8), (6R,7E,9R)-9-hydroxy-4,7-megastigmadien-3-one-9-O-alpha-L-arabinopyranosyl-(1 -> 6)-beta-D-glucopyranoside (9), (6R,7E,9R)-9-hydroxy-4,7-megastigma-dien-3-one-9-O-alpha-D-xylopyranosyl-(1 -> 6)-beta-D-glucopyranoside (10), and quercetin 3-O-sambubioside (11) were isolated from the leaves of Eucommia ulmoides Oliv. The structure of compound 1 was determined by extensive spectroscopic analysis, and its absolute configuration was determined by CD experiments and a computational method. Compounds 3, 4, 7-10 were isolated from this plant for the first time. Compounds 3 and 4 showed inhibition to PTPIB activities, with IC50 values of 0.69 and 3.98 mu M, respectively.