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Stereospecific activity of 1-O-alkyl-2-O-acetyl-sn-glycero-3-phosphocholine and comparison of analogs in the degranulation of platelets and neutrophils

1981; Elsevier BV; Volume: 100; Issue: 4 Linguagem: Inglês

10.1016/0006-291x(81)90708-7

1090-2104

Robert L. Wykle, Craig H. Miller, Jon Lewis, Jeffrey D. Schmitt, Jennie A. Smith, Jefferson R. Surles, Claude A. Piantadosi, Joseph T. O’Flaherty,

Neutrophil, Myeloperoxidase and Oxidative Mechanisms

1-O-Hexadecyl-2-O-acetyl-sn-glycero-3-phosphocholine (platelet activating factor) stimulated the degranulation of rabbit platelets and human neutrophils, whereas the enantiomer, 3-O-hexadecyl-2-O-acetyl-sn-glycero-1-phosphocholine, was inactive. The analogs compared had the following relative potencies in degranulating platelets and neutrophils: 1-O-hexadecyl-2-O-acetyl-sn-glycero-3-phosphocholine > 1-O-hexadecyl-2-O-ethyl-sn-glycero-3-phosphocholine >rac-1-O-octadecyl-2-O-ethylglycero-3-phosphocholine = 1-O-hexadecyl-2-O-methyl-sn-glycero-3-phosphocholine >rac-1-O-dodecyl-2-O-ethyl-glycero-3-phosphocholine. The deacetylated compound, 1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine, and 1-O-hexadecyl-2,2-dimethylpropanediol-3-phosphocholine were inactive. The active analogs selectively desensitized the response to each other in the neutrophils. It is suggested that these compounds may activate cells through interaction with a stereospecific receptor.