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从多棘海盘车(Anthenea sibogae)中分离得到的六种新的多羟基甾体糖苷,海盘车苷S1 - S6 。

Six New Polyhydroxysteroidal Glycosides, Anthenosides S1 - S6, from the Starfish Anthenea sibogae.

作者信息

Kicha Alla A, Ha Dinh T, Ivanchina Natalia V, Malyarenko Timofey V, Kalinovsky Anatoly I, Dmitrenok Pavel S, Ermakova Svetlana P, Malyarenko Olesya S, Hung Nguyen A, Thuy Tran T T, Long Pham Q

机构信息

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far East Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022, Vladivostok, Russia.

Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Nighiado, Cau Giay, Hanoi, Vietnam.

出版信息

Chem Biodivers. 2018 Mar;15(3):e1700553. doi: 10.1002/cbdv.201700553. Epub 2018 Mar 2.

DOI:10.1002/cbdv.201700553
PMID:29356326
Abstract

Six new polyhydroxysteroidal glycosides, anthenosides S1  - S6 (1 - 6), along with a mixture of two previously known related glycosides, 7 and 8, were isolated from the methanolic extract of the starfish Anthenea sibogae. The structures of 1 - 6 were established by NMR and HR-ESI-MS techniques as well as by chemical transformations. All new compounds have a 5α-cholest-8(14)-ene-3α,6β,7β,16α-tetrahydroxysteroidal nucleus and differ from majority of starfish glycosides in positions of carbohydrate moieties at C(7) and C(16) (1 - 4, 6) or only at C(16) (5). The 4-O-methyl-β-d-glucopyranose residue (2) and Δ -cholestane side chain (3) have not been found earlier in the starfish steroidal glycosides. The mixture of 7 and 8 slightly inhibited the proliferation of human breast cancer T-47D cells and decreased the colony size in the colony formation assay.

摘要

从多棘海盘车(Anthenea sibogae)的甲醇提取物中分离出六种新的多羟基甾体糖苷,即海盘车苷S1 - S6(1 - 6),以及两种先前已知的相关糖苷的混合物7和8。通过核磁共振(NMR)、高分辨电喷雾电离质谱(HR-ESI-MS)技术以及化学转化确定了1 - 6的结构。所有新化合物都具有5α-胆甾-8(14)-烯-3α,6β,7β,16α-四羟基甾体核,并且在C(7)和C(16)(1 - 4, 6)或仅在C(16)(5)处的碳水化合物部分位置与大多数海星糖苷不同。4-O-甲基-β-D-吡喃葡萄糖残基(2)和Δ-胆甾烷侧链(3)在海星甾体糖苷中尚未被发现。7和8的混合物在集落形成试验中轻微抑制人乳腺癌T-47D细胞的增殖并减小集落大小。

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