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果胶甾醇苷A-J:从海星中分离出的多羟基甾体的多样化糖苷

Pectiniferosides A-J: Diversified Glycosides of Polyhydroxy Steroids Isolated from the Sea Star .

作者信息

Zhang Ranran, Lu Zhen, Wang Derui, Yan Zhi, Sun Xueting, Li Xiaodong, Yin Xiuli, Wang Song, Li Ke

机构信息

Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.

College of Resources and Environment, University of Chinese Academy of Sciences, Beijing 100049, China.

出版信息

Mar Drugs. 2024 Dec 3;22(12):545. doi: 10.3390/md22120545.

DOI:10.3390/md22120545
PMID:39728120
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11678026/
Abstract

To optimize the utilization of the sea star , which has demonstrated potential pharmaceutical properties in Chinese folk medicine, ten glycosides of polyhydroxy steroids, pectiniferosides A-J (-), were isolated and characterized. These compounds possess 3β, 6α, 8, 15α (or β), 16β-pentahydroxycholestane aglycones with sulfated and (or) methylated monosaccharides. The chemical structures of - were determined using NMR spectroscopy and HR-ESI-MS. The discovery of saponins with multiple substitution patterns in sea stars exemplified the molecular diversity of secondary metabolites in marine echinoderms. These compounds exhibited no embryotoxicity or teratogenicity at a concentration of 100 μM in a bioassay with marine medaka () embryos, implying that these compounds may not be ecologically toxic to marine fish embryos. In addition, none of the compounds exhibited significant cytotoxicity against five human cancer cell lines at 40 μM or anti-inflammatory activities at 50 μM, suggesting their potential for further structural optimization to enhance bioactivity. The research on the constituents of provides a potential foundation for drug development and marine ecotoxicology.

摘要

为优化海星的利用,海星在中国民间医学中已显示出潜在的药用特性,从中分离并鉴定出十种多羟基甾体糖苷,即pectiniferosides A-J(-)。这些化合物具有3β、6α、8、15α(或β)、16β-五羟基胆甾烷苷元以及硫酸化和(或)甲基化的单糖。通过核磁共振光谱和高分辨电喷雾电离质谱确定了-的化学结构。海星中具有多种取代模式的皂苷的发现例证了海洋棘皮动物次级代谢产物的分子多样性。在对海洋青鳉()胚胎的生物测定中,这些化合物在浓度为100μM时未表现出胚胎毒性或致畸性,这意味着这些化合物可能对海洋鱼类胚胎没有生态毒性。此外,在40μM时,这些化合物对五种人类癌细胞系均未表现出显著的细胞毒性,在50μM时也未表现出抗炎活性,这表明它们具有进一步进行结构优化以增强生物活性的潜力。对海星成分的研究为药物开发和海洋生态毒理学提供了潜在基础。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0564/11678026/4ed15ba17a7d/marinedrugs-22-00545-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0564/11678026/d74e04808811/marinedrugs-22-00545-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0564/11678026/f25b79278558/marinedrugs-22-00545-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0564/11678026/4ed15ba17a7d/marinedrugs-22-00545-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0564/11678026/d74e04808811/marinedrugs-22-00545-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0564/11678026/f25b79278558/marinedrugs-22-00545-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0564/11678026/4ed15ba17a7d/marinedrugs-22-00545-g003.jpg

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