Wicke C, Hüners M, Wray V, Nimtz M, Bilitewski U, Lang S
Institut für Biochemie und Biotechnologie, Technische Universität Braunschweig, Abt. Biotechnologie, Spielmannstrasse 7, D-38106 Braunschweig, Germany.
J Nat Prod. 2000 May;63(5):621-6. doi: 10.1021/np990313b.
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.
从海绵Halichondria panicea中分离出的微杆菌属细菌,在海洋肉汤和人工海水培养基上生长时,产生了四种不同寻常的细胞相关糖甘油脂和一种双磷脂酰甘油。这些脂质通过硅胶柱色谱法分离,并使用多维核磁共振和质谱技术相结合的方法阐明了它们的结构。主要化合物是1-O-酰基-3-[α-D-吡喃葡萄糖基-(1→3)-(6-O-酰基-α-D-吡喃甘露糖基)]甘油(GGL.2),其中14-甲基十六烷酸和12-甲基十四烷酸分别位于甘露糖单元的C-6位和甘油部分。糖脂的产生与生长相关,在含有20 g/L葡萄糖的人工海水培养基上生长时,糖脂产量最高可达200 mg/L。主要化合物可将水的表面张力降低至33 mN/m,并将水/正十六烷体系的界面张力降低至5 mN/m。除了这种良好的表面活性行为外,主要糖甘油脂还具有抗肿瘤活性。