Triterpenoids from the flower of Campsis grandiflora K. Schum. as human acyl-CoA: cholesterol acyltransferase inhibitors

• Published in: Archives of pharmacal research Vol. 28; no. 5; pp. 550 - 556
• Main Authors: Kim, Dong-Hyun, Han, Kyung-Min, Chung, In-Sik, Kim, Dae-Keun, Kim, Sung-Hoon, Kwon, Byoung-Mog, Jeong, Tae-Sook, Park, Mi-Hyun, Ahn, Eun-Mi, Baek, Nam-In
• Format: Journal Article
• Language: English
• Published: Korea (South) 대한약학회 01.05.2005
• Subjects: Bignoniaceae - chemistry; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - isolation & purification; Enzyme Inhibitors - pharmacology; Flowers - chemistry; Humans; Magnetic Resonance Spectroscopy; Sterol O-Acyltransferase - antagonists & inhibitors; Structure-Activity Relationship; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; 약학
• ISSN: 0253-6269; 1976-3786
• DOI: 10.1007/bf02977757

The flower of Campsis grandiflora K. Schum. was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and H2O. From the EtOAc fraction, seven triterpenoids were isolated through the repeated silica gel, ODS column chromatographies and preparative HPLC. From the result of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as 3beta-hydroxyolean-12-en-28-oic acid (oleanolic acid, 1), 3beta-hydroxyurs-12-en-28-oic acid (ursolic acid, 2), 3beta-hydroxyurs-12-en-28-al (ursolic aldehyde, 3), 2alpha,3beta-dihydroxyolean-12-en-28-oic acid (maslinic acid, 4), 2alpha,3beta-dihydroxyurs-12-en-28-oic acid (corosolic acid, 5), 3beta,23-dihydroxyurs-12-en-28-oic acid (23-hydroxyursolic acid, 6) and 2alpha,3beta,23-trihydroxyolean-12-en-28-oic acid (arjunolic acid, 7). These teriterpenoids were isolated for the first time from this plant. Also, compounds 4, 5, 6, and 7 revealed relatively high hACAT-1 inhibitory activity with the value of 46.2+/-1.1, 46.7+/-0.9, 41.5+/-1.3 and 60.8+/-1.1% at the concentration of 100 microg/mL, respectively.