来自褐藻叉开网翼藻的杜松烷倍半萜。

Cadinane sesquiterpenes from the brown alga Dictyopteris divaricata.

作者信息

Song Fuhang, Fan Xiao, Xu Xiuli, Zhao Jielu, Yang Yongchun, Shi Jiangong

机构信息

Institute of Materia Medica, Chinese Academy of Medical Sciences, Bejing 100050, People's Republic of China.

出版信息

J Nat Prod. 2004 Oct;67(10):1644-9. doi: 10.1021/np040099d.

DOI:10.1021/np040099d

PMID:15497933

Abstract

Seven new cadinane sesquiterpenes, (-)-(1R,6S,7S,10R)-1-hydroxycadinan-3-en-5-one (1), (+)-(1R,5S,6R,7S, 10R)-cadinan-3-ene-1,5-diol (2), (+)-(1R,5R,6R,7S,10R)-cadinan-3-ene-1,5-diol (3), (+)-(1R,5S,6R,7S,10R)-cadinan-4(11)-ene-1,5-diol (4), (+)-(1R,5R,6R,7R,10R)-cadinan-4(11)-ene-1,5,12-triol (5), (-)-(1R,4R,5S,6R,7S, 10R)-cadinan-1,4,5-triol (6), and (-)-(1R,6R,7S,10R)-11-oxocadinan-4-en-1-ol (7), together with nine known compounds were isolated from the brown alga Dictyopteris divaricata. The structures of the new natural products, as well as their absolute configuration, were established by means of spectroscopic data including IR, HRMS, 1D and 2D NMR, single-crystal X-ray diffraction, and CD. All compounds were inactive against several human cancer cell lines including lung adenocarcinoma (A549), stomach cancer (BGC-823), breast cancer (MCF-7), hepatoma (Bel7402), and colon cancer (HCT-8) cell lines.

摘要

从褐藻分歧网翼藻中分离出七种新的杜松烷倍半萜，即(-)-(1R,6S,7S,10R)-1-羟基杜松-3-烯-5-酮(1)、(+)-(1R,5S,6R,7S,10R)-杜松-3-烯-1,5-二醇(2)、(+)-(1R,5R,6R,7S,10R)-杜松-3-烯-1,5-二醇(3)、(+)-(1R,5S,6R,7S,10R)-杜松-4(11)-烯-1,5-二醇(4)、(+)-(1R,5R,6R,7R,10R)-杜松-4(11)-烯-1,5,12-三醇(5)、(-)-(1R,4R,5S,6R,7S,10R)-杜松-1,4,5-三醇(6)和(-)-(1R,6R,7S,10R)-11-氧代杜松-4-烯-1-醇(7)，以及九种已知化合物。通过红外光谱(IR)、高分辨质谱(HRMS)、一维和二维核磁共振(1D和2D NMR)、单晶X射线衍射和圆二色光谱(CD)等光谱数据确定了这些新天然产物的结构及其绝对构型。所有化合物对包括肺腺癌(A549)、胃癌(BGC-823)、乳腺癌(MCF-7)、肝癌(Bel7402)和结肠癌(HCT-8)细胞系在内的几种人类癌细胞系均无活性。