[来自红藻扇形裸管藻的降异戊二烯类化合物]

[Norisoprenoids from red alga Gymnogongrus flabelliformis].

作者信息

Yuan Zhao-Hui, Han Li-Jun, Fan Xiao, Li Shuai, Ma Ming, Yang Yong-Chun, Shi Jian-Gong

机构信息

Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China.

出版信息

Zhongguo Zhong Yao Za Zhi. 2006 Dec;31(24):2046-8.

PMID:17357552

Abstract

OBJECTIVE

To investigate the chemical constituents of the red alga Gymnogongrus flabelliformis Harv.

METHOD

Compounds were isolated by normal phase silica gel and Sephadex LH - 20 gel column chromatography and reverse phase HPLC. Their structures were elucidated by spectroscopic methods including MS, 1H-NMR, 13C-NMR. Cytotoxicity of the compounds was screened by using standard MIT method.

RESULT

Five compounds were isolated from G. flabelliforrmis, their structures were identified as(3S, 6R, 7E)-( + )-3-hydroxyl-4, 7-mega-stigmadien-9-one (1), (3S, 5R, 6S, 7E)-(-)-3-hydroxy-5, 6-epoxy-7-megastigmene-9-one (2), (3S, 5S, 6R, 7E)-(+)3-hydroxy-5, 6-epoxy-7-megastigmene-9-one (3), dehydrovomifoliol (4), (3R)-(-)4-[(2R, 4S)-4-acetoxy-2-hydroxy-2, 6, 6-trimethylcyclohexylidene] -3-buten-2-one (5).

CONCLUSION

All of the compounds were obtained from this species for the first time and compound 1 was a new natural product. These compounds were inactive (IC50 > 10 microg x mL(-1)) in the MTT assay against several human cancer cell lines.

摘要

目的

研究红藻扇形叉枝藻（Gymnogongrus flabelliformis Harv.）的化学成分。

方法

采用正相硅胶柱色谱、葡聚糖凝胶LH - 20柱色谱及反相高效液相色谱法分离化合物。通过质谱（MS）、核磁共振氢谱（1H-NMR）、核磁共振碳谱（13C-NMR）等光谱方法对其结构进行鉴定。采用标准MTT法筛选化合物的细胞毒性。

结果

从扇形叉枝藻中分离得到5个化合物，其结构分别鉴定为(3S, 6R, 7E)-( + )-3-羟基-4, 7-巨豆甾二烯-9-酮（1）、(3S, 5R, 6S, 7E)-(-)-3-羟基-5, 6-环氧-7-巨豆甾烯-9-酮（2）、(3S, 5S, 6R, 7E)-(+)3-羟基-5, 6-环氧-7-巨豆甾烯-9-酮（3）、脱氢催吐萝芙木醇（4）、(3R)-(-)-4-[(2R, 4S)-4-乙酰氧基-2-羟基-2, 6, 6-三甲基环己叉基]-3-丁烯-2-酮（5）。