Bioactive polar lipids from Chroococcidiopsis sp. (Cyanobacteria).
Many studies indicate that various bioactive metabolites subsist in cyanobacteria. Glycolipids of cyanobacteria are reported as molecules that exert specific bioactivities. In this study, total lipids of Chroococcidiopsissp., a coccoid cyanobacterium isolated from a Greek cave, were separated into neutral and polar-lipids and the latter were further fractionated by high-performance liquid chromatography (HPLC). Each polar lipid fraction was tested in vitro for its ability to inhibit platelet-activating factor (PAF)- and thrombin-induced washed rabbit platelet aggregation and/or to cause platelet aggregation. The structures of the most active fractions were elucidated by biological assays and identified by electrospray mass spectrometry. One fraction was a potent inhibitor of PAF-induced platelet aggregation. Structural studies of this fraction indicated the existence of phospho-glyco analog of ceramide. Another fraction that was a potent inhibitor of PAF- as well as of thrombin-induced platelet aggregation was structurally elucidated as a phospho-acetylated glyco-analog of diglyceride. The fraction that induced platelet aggregation was identified as a phospho-acetylated-glyco analog of ceramide. These novel bioactive polar lipids in cyanobacteria in regard to the structure and biological activity may contribute to the allergic character of cyanobacteria.
Antonopoulou
Smaragdi
S
Department of Science of Dietetics-Nutrition, Harokopio University, 70 El. Venizelou Str., 176 71, Athens, Greece. antonop@hua.gr
Karantonis
Haralabos C
HC
Nomikos
Tzortzis
T
Oikonomou
Alexandra
A
Fragopoulou
Elizabeth
E
Pantazidou
Adriani
A
D043203:1-Alkyl-2-acetylglycerophosphocholine Esterase / Q000378:metabolism; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D000458:Cyanobacteria / Q000737:chemistry / Q000378:metabolism; D006801:Humans; D008055:Lipids / Q000737:chemistry*; D015394:Molecular Structure; D010972:Platelet Activating Factor / Q000037:antagonists & inhibitors; D010974:Platelet Aggregation / Q000502:physiology; D010975:Platelet Aggregation Inhibitors / Q000737:chemistry / Q000378:metabolism; D011817:Rabbits; D021241:Spectrometry, Mass, Electrospray Ionization; D013917:Thrombin / Q000378:metabolism
D008055:Lipids; D010972:Platelet Activating Factor; D010975:Platelet Aggregation Inhibitors; D043203:1-Alkyl-2-acetylglycerophosphocholine Esterase; D013917:Thrombin