Synthesis of azathia analogues of platelet activating factor with polyheterosidechains

J M Zeidler; W Zimmermann; H J Roth

doi:10.1016/0009-3084(90)90076-4

Synthesis of azathia analogues of platelet activating factor with polyheterosidechains

Chem Phys Lipids. 1990 Aug;55(2):155-61. doi: 10.1016/0009-3084(90)90076-4.

Authors

J M Zeidler¹, W Zimmermann, H J Roth

Affiliation

¹ Pharmazeutisches Institut, Universität Tübingen, F.R.G.

PMID: 2090358
DOI: 10.1016/0009-3084(90)90076-4

Abstract

The synthesis of azathia analogues of the platelet activating factor with oxygen and sulphur-containing sidechains is reported. The starting point is 1-acetylthio-3-hydroxy-2-propaneamine-HCl, which permits the formation of the thioether and the acetamido linkage in one step. The phosphocholine part is introduced via 2-chloro-2-oxo-1,3,2-dioxaphospholane and subsequent ring opening with trimethylamine under pressure.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Chromatography / methods
Phospholipid Ethers / chemistry*
Phospholipids / chemical synthesis*
Phospholipids / isolation & purification
Platelet Activating Factor / chemical synthesis*
Platelet Activating Factor / pharmacology
Structure-Activity Relationship

Substances

Phospholipid Ethers
Phospholipids
Platelet Activating Factor