关键词: Pteraster marsippus colony-inhibiting activity cytotoxic activity disulfate spectra NMR starfish steroid tryptamine

Mesh : Humans Animals Female Starfish Breast Neoplasms / drug therapy Echinodermata Steroids / pharmacology Amines

来  源:   DOI:10.3390/md22010043   PDF(Pubmed)

Abstract:
Two new steroid 3β,21-disulfates (1, 2) and two new steroid 3β,22- and 3α,22-disulfates (3, 4), along with the previously known monoamine alkaloid tryptamine (5) were found in the ethanolic extract of the Far Eastern slime sea star Pteraster marsippus. Their structures were determined on the basis of detailed analysis of one-dimensional and two-dimensional NMR, HRESIMS, and HRESIMS/MS data. Compounds 1 and 2 have a Δ22-21-sulfoxy-24-norcholestane side chain. Compounds 3 and 4 contain a Δ24(28)-22-sulfoxy-24-methylcholestane side chain, which was first discovered in the polar steroids of starfish and brittle stars. The influence of substances 1-4 on cell viability, colony formation, and growth of human breast cancer T-47D, MCF-7, and MDA-MB-231 cells was investigated. It was shown that compounds 1 and 2 possess significant colony-inhibiting activity against T-47D cells, while compounds 3 and 4 were more effective against MDA-MB-231 cells.
摘要:
两种新的类固醇3β,21-二硫酸盐(1,2)和两种新的类固醇3β,22-和3α,22-二硫酸盐(3,4),在远东粘液海星Pterastermarsippus的乙醇提取物中发现了先前已知的单胺生物碱色胺(5)。它们的结构是在一维和二维NMR详细分析的基础上确定的,HRESIMS,和HRESIMS/MS数据。化合物1和2具有Δ22-21-磺氧基-24-降胆固醇烷侧链。化合物3和4含有Δ24(28)-22-磺氧基-24-甲基胆甾烷侧链,它最初是在海星和脆性恒星的极性类固醇中发现的。物质1-4对细胞活力的影响,菌落形成,和人类乳腺癌T-47D的生长,研究了MCF-7和MDA-MB-231细胞。结果表明,化合物1和2对T-47D细胞具有显著的集落抑制活性,而化合物3和4对MDA-MB-231细胞更有效。
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