Chemical Constituents and Bioactivities from Ardisia kusukuensis

• Main Authors: Chao-Chen Su, 蘇昭禎
• Other Authors: Ih-Sheng Chen
• Format: Others
• Language: zh-TW
• Published: 2008
• Online Access: http://ndltd.ncl.edu.tw/handle/48514090103089485135

碩士 === 高雄醫學大學 === 天然藥物研究所 === 96 === Ardisia kusukuensis Hay. (Myrsinaceae) is an endemic suffrutescent subshrubs to 20 cm tall, distributes in forests below 800 m of the Hengchun Peninsula in Taiwan. As an extension of our continuing studies on the active constituents of Formosan plants. The methanolic extract of the whole plant of this species showed cytotoxic activity against MCF-7, NCI-H460 and SF-268 cancer cell lines and antitubercular activity against Mycobacterium tuberculosis H37RV in vitro. The methanolic extract of the whole plant was partitioned into n-hexane, EtOAc, and H2O-soluble layers. The n-hexane and EtOAc-soluble layers showed potent cytotoxicity against MCF-7, NCI-H460 and SF-268 cancer cell lines. The EtOAc-soluble layer showed antitubercular activity. Investigation of the n-hexane and EtOAc-soluble layers led to the isolation of six new alkenyl resorcinols: kusukuenol A1 (1), kusukuenol A2 (2), kusukuenol B1 (3), kusukuenol B2 (4), kusukuenol C1 (5) and kusukuenol C2 (6), along with twenty-one known compounds: including six alkenyl resorcinols: 5-(8''Z-hepta- decenyl)resorcinol (7), 5-(8''Z-pentadecenyl)resorcinol (8), 2-methyl-5-(8''Z- heptadecenyl)resorcinol (9), 2-methyl-5-(8''Z-pentadecenyl)resorcinol (10), oncostemonol D (11), dehydrobisgravillol (12), three alkyl resorcinols: bisgravillol (13), 1-(3,5-dihydroxyphenyl)nonan-1-one (14) and 1-(3,5-dihydroxy- phenyl)heptan-1-one (15), two benzoquinones: ardisianone (16) and cornudentan- one (17), , two benzenoids: 4-hydroxybenzoic acid (18) and hydroquinone (19), two chlorophylls: pheophytin-a (20) and 132-hydroxy-(132-S)-pheophytin-a (21), six steroids: ??-spinasterol (22), a mixture of ??-sitosterol (23) and stigmasterol (24), a mixture of 6??-hydroxystigmasta-4-en-3-one (25), 6??-hydroxystigmasta- 4,22-dien- 3-one (26), and 6??-hydroxycampest-4-en-3-one (27). The structures of these compounds were determined by spectroscopic analysis and chemical derivation. Among these isolates, compound 8 showed marginal cytotoxic activity against SF-268 cancer cell line, compounds 16 and 17 showed selectively cytotoxic activity against NCI-H460 cancer cell line. Compounds 2, 7, 8, 10, 15 and 19 showed antitubercular activities against M. tuberculosis H37RV in vitro.