SYNTHESIS OF HETEROCYCLIC PLATELET-ACTIVATING-FACTOR ANALOGS

被引：0
|
作者：
ZEIDLER, J [1 ]
ZIMMERMANN, W [1 ]
机构：
[1] UNIV TUBINGEN, INST PHARMAZEUT, D-72076 TUBINGEN, GERMANY
来源：
CHEMISTRY AND PHYSICS OF LIPIDS | 1994年 / 74卷 / 01期
关键词：
PHOSPHOLIPID SYNTHESIS; CYCLIC PLATELET ACTIVATING FACTOR ANALOG; CYCLIC THIOETHER; CHIRAL SULFUR COMPOUND;
D O I：
10.1016/0009-3084(94)90113-9
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The synthesis of heterocyclic analogues of the platelet activating factor is described. The preparation starts with acylating rac-tetrahydro-1,3-thiazine-4-carboxylic acid ethyl ester, with palmitoyl chloride to form the amide linkage. Following ester reduction, the phosphocholine part is introduced via 2-chloro-2-oxo-1,3,2-dioxaphospholane and subsequent ring opening with trimethylamine under pressure. Furthermore, the related L-thiazolidine analogue is prepared using the same procedure. In addition the sulfinyl and sulfonyl derivatives of this compound are obtained by oxidation with 3-chloro-perbencoic acid. From one sulfinyl intermediate the diastereomeres are separated and their conformations are determined by C-13-NMR spectroscopy
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页码：73 / 81
页数：9
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