Six new diarylheptanoids from the seeds of Alpinia blepharocalyx

被引:80
作者
Ali, MS [1 ]
Tezuka, Y [1 ]
Awale, S [1 ]
Banskota, AH [1 ]
Kadota, S [1 ]
机构
[1] Toyama Med & Pharmaceut Univ, Inst Nat Med, Toyama 9300194, Japan
来源
JOURNAL OF NATURAL PRODUCTS | 2001年 / 64卷 / 03期
关键词
D O I
10.1021/np000496y
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Chromatographic separation of part of an EtOH extract of the seeds of Alpinia blepharocalyx resulted in the isolation of six new (1-6) and two known (7, 8) diarylheptanoids together with 12 known compounds. The structures of the new compounds, including their absolute stereochemistry, were elucidated by spectroscopic and chemical methods as (3S,5S)- (1) and (3S,5R)-3-hydroxy-5-methoxy-1-(4-hydroxyphenyl)-7-phenyl-6E-heptene (2), (3S,5S)- (3) and (3S,5R)-3-hydroxy-5-ethoxy-1-(4-hydroxyphenyl)-7-phenyl -6E-heptene (4), (3S)-methoxy-1,7-bis( 4-hydroxyphenyl)-6E-hepten-5-one (5), and 1,7-bis(4-hydroxyphenyl)-hepta-4E,6E-dien-3-one (6). Among the isolated compounds, 5, (3S,5S)-3,5-dihydroxy-1,7-bis(4-hydroxyphenyl)heptane (8), 4 ' -hydroxy-5,6-dehydrokawain (14), and/or phloroglucinol (20) showed significant antiproliferative activity against murine colon 26-L5 carcinoma (ED50: 5, 5 2 muM; 81 12.8 muM; 14, 20.7 muM; 20, 26.4 muM) and human HT-1080 fibrosarcoma (ED50: 5, 10 1 muM; 14, 20.1 muM; 20, 20.9 muM) cells.
引用
收藏
页码:289 / 293
页数:5
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