Biological Activities of 1-0-Acetyl-2-0-Hexadecyl- rac-Glycero-3-Phosphocholine
1992 Volume 44 Issue 1 Pages 1-8
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1992 Volume 44 Issue 1 Pages 1-8
The chemical structure of plateletactivating factor (PAF), released from sensitized basophils in the allergic reaction, has been determined as 1-0-alkyl-2-acetyl-sn-glycero-3-phosphocholine.
Since then, various homologues and analogues of PAF have been synthesized, and many reports are available concerning the relation between the structure and the biological activity of this phospholipid. It is now clear that the fatty alkyl residue at sn-1, the acetyl residue at sn-2 and phosphocholine at sn-3 positions of glycerol are essential for the full activity of PAF.
However, there are few reports on the biological activities of its positional isomer,1-0acety1-2-0-hexadecyl-rac-glycero-3-phosphocholine (16: 0 2-alkyl PAF). I tested the platelet aggregating activity and vascular permeability of 16: 0 2-alkyl PAF, which was synthesized by Prof. T. Muramatsu.16: 0 2-alkyl PAF had shown a melting point of 200°C. A characteristic mass spectrum of 16: 0 2-alkyl PAF, which can be distinguished from 16: 0 PAF, was obtained on their diacetyl derivatives.
Platelet aggregating activity and vascular permeability of 16: 0 2-alkyl PAF were about one fiftieth and one tenth those of 16: 0 PAF, respectively. These biological activites were inhibited by CV-3988 and L-652,731, both PAF receptor antagonists.
