摘要
目的研究黑乳海参中化合物nobiliside B及单乙酰化衍生物体外抗肿瘤活性及溶血作用。方法no-biliside B溶于吡啶,冰浴中与醋酐反应15 min,室温反应5h,应用多种色谱技术对反应产物分离纯化,根据化合物的理化性质和波谱数据鉴定其结构。采用磺酰罗单明B法,测定化合物的体外抗肿瘤活性。结果确定nobiliside B单乙酰化衍生物结构为:3-O-[6″-乙酰氧基-β-D-吡喃葡萄糖-(1(3)-4′-O-磺酸钠-β-D-吡喃木糖]-海参烷-9-烯22,25-环氧-3β,17α-二醇(2);活性测试结果表明,化合物2在保持抗肿瘤活性的同时,溶血活性显著降低。结论通过结构修饰,得到1个活性强,毒副作用小的新化合物。为进一步研发海参皂苷类化合物抗肿瘤新药提供了试验依据。
Objective To study antitumor and hemolytic activities of nobiliside B from the sea cucumber Holothuria nobilis Selenka and its acetylic ramification. Methods Triterpene glycoside nobiliside B was acetylated with pyridine and Ac2 O in icy hath, the acetylic products were separated by multi-chromatography to afford acetoxy-nobiliside B （2）. The cytotoxic activity of the glycosides against ten human tumor cell lines was evaluated with the sulforhodamione B （SRB） protein assay. Results On the basis of chemical method, spectroscopic analysis and comparison with the data of nobiliside B, the structure of compound 2 was elucidated as ： 3-O-[6＇＇-acetoxy-β-D-glucopyranosyl （ 1→2）-4＇-O-sulfate-β-D-xylopyranosyl]-holosta- 9-ene-22,25-epoxy-3β, 17α-diol-sodium salt. The bioassay results showed that the hemolytic activity of compound 2 was significantly decreased, while the antitumor activity was kept. Conclusion One novel acetoxy compound with high antitumor activitiy and less side effect was obtained by structure modification of nobiliside B, and should be study as a new potential antitumor drug.
出处
《中国海洋药物》
CAS
CSCD
2009年第1期41-43,共3页
Chinese Journal of Marine Drugs
基金
国家高技术研究发展计划(863计划)(No.2001AA624100)
宁波市自然科学基金项目(2007A610083)
浙江省医药卫生科学研究基金(2008B163)
