Production and Structure Elucidation of Glycoglycerolipids from a Marine Sponge-Associated Microbacterium Species

Autor: M. Hüners, Siegmund Lang, Corinna Wicke, U. Bilitewski, V. Wray, Manfred Nimtz
Rok vydání: 2000
Předmět:
Zdroj: Journal of Natural Products. 63:621-626
ISSN: 1520-6025
0163-3864
DOI: 10.1021/np990313b
Popis: The bacterium Microbacterium sp., isolated from the sponge Halichondria panicea, produced four unusual cell-associated glycoglycerolipids and one diphosphatidylglycerol when grown on marine broth and on artificial seawater media. The lipids were isolated by chromatography on silica columns and their structures elucidated using a combination of multidimensional NMR and MS techniques. The main compound was 1-O-acyl-3-[alpha-glucopyranosyl-(1-3)-(6-O-acyl-alpha-mannopyranosyl )]glycerol (GGL.2) with 14-methyl-hexadecanoic acid and 12-methyl-tetradecanoic acid positioned at C-6 of the mannose unit and at the glycerol moiety. Glycolipid production was correlated with growth and reached a maximum value of 200 mg/L when grown on artificial seawater medium with 20 g/L glucose. The main compound decreased the surface tension of water down to 33 mN/m and the interfacial tension of the water/n-hexadecane system down to 5 mN/m. In addition to this good surface-active behavior, the main glycoglycerolipid showed antitumor activities.
Databáze: OpenAIRE