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

Molecules

Chuangjun Li¹  Li Li¹  Chao Wang¹  Jingzhi Yang¹  Fei Ye¹  Jinying Tian¹  Yikang Si¹ 

[1] State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China

关键词: Eucommia ulmoides Oliv.;    nor-triterpenoid;    ulmoidol A;    absolute configuration;    ECD;    PTPIB;   

DOI  :  10.3390/molecules171213960

来源: mdpi

【 摘 要 】

A new ursane-type nortriterpenoid, (11S,12S)-4-methyl-11,12-epoxy-2-hydroxy-3-oxoursa-1,4-dine-28-oic acid γ-lactone (1), named ulmoidol A, together with ten known compounds: ulmoidol (2), corosolic acid (3), 2α,3α-dihydroxy-24-nor-4(23),12-oleanadien-28-oic acid (4), oleanolic acid (5), ursolic acid (6), cycloart-3β, 25-diol (7), foliasalacioside B1 (8), (6R,7E,9R)-9-hydroxy-4,7-megastigmadien-3-one-9-O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (9), (6R,7E,9R)-9-hydroxy-4,7-megastigma-dien-3-one-9-O-β-D-xylopyranosyl-(1→6)-β-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 μM, respectively.

【 授权许可】

CC BY   
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