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

• Published in: Marine drugs Vol. 21; no. 11
• Main Authors: Kozhushnaya, Anastasia B, Kolesnikova, Sophia A, Yurchenko, Ekaterina A, Lyakhova, Ekaterina G, Menshov, Alexander S, Kalinovsky, Anatoly I, Popov, Roman S, Dmitrenok, Pavel S, Ivanchina, Natalia V
• Format: Journal Article
• Language: English
• Published: MDPI AG 01-10-2023
• Subjects: Antimitotic agents; Antineoplastic agents; Chemical properties; Glycosides; Health aspects; Identification and classification; Pharmaceutical research; Russia
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md21110554

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 CoCl[sub.2] -treated SH-SY5Y and H9c2 cells.