Biologically active ether lipids

摘要: Biotransformation of rac-1(3)-O-hexadecylglycerol by photomixotrophic rape (Brassica napus) cells in suspension culture leads to 1-O-hexadecyl-2-acyl-sn-glycero-3-phosphocholines and small proportions other ether lipids, e.g. 1-O-hexadecyl-2-acyl-sn-glycero-3-phosphoethanolamines. Reaction the hexadecylacyl-glycerophosphocholines with ethanolamine presence phospholipase D from Streptomyces chromofuscus yields additional hexadecylacylglycerophosphoethanolamines. Partial hydrolysis combined hexadecylacylglycerophosphoethanolamines followed reacylation resulting lyso compound palmitic anhydride gives 1-O-hexadecyl-2-palmitoyl-sn-glycero-3-phospho-(N-palmitoyl) ethanolamine, a nontoxic glycerophospholipid antitumor activity. The corresponding 1-O-tetradecyl,1-O-octadecyl, 1-O-[(Z)-9'-octadecenyl] derivatives are prepared similarly.