Rhabdastrellosides A and B: Two New Isomalabaricane Glycosides from the Marine Sponge Rhabdastrella globostellata, and Their Cytotoxic and Cytoprotective Effects

Rhabdastrellosides A 和 B:来自海洋海绵 Rhabdastrella globostellata 的两种新异麦芽糖苷及其细胞毒性和细胞保护作用

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作者:Anastasia B Kozhushnaya, Sophia A Kolesnikova, Ekaterina A Yurchenko, Ekaterina G Lyakhova, Alexander S Menshov, Anatoly I Kalinovsky, Roman S Popov, Pavel S Dmitrenok, Natalia V Ivanchina

Abstract

Investigation of the Vietnamese marine sponge Rhabdastrella globostellata led to the isolation of two new polar isomalabaricanes: rhabdastrellosides A (1) and B (2). Their structures and stereochemistry were elucidated with the application of 1D and 2D NMR, HRESIMS, and HRESIMS/MS methods, as well as chemical modifications and GC-MS analysis. Metabolites 1 and 2 are the first isomalabaricanes with non-oxidized cyclopentane ring in the tricyclic core system. Moreover, having a 3-O-disaccharide moiety in their structures, they increase a very rare group of isomalabaricane glycosides. We report here a weak cytotoxicity of 1 and 2 toward human neuroblastoma SH-SY5Y cells and normal rat H9c2 cardiomyocytes, as well as the cytoprotective activity of rhabdastrelloside B (2) at 1 µM evaluated using CoCl2-treated SH-SY5Y and H9c2 cells.

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