Potent platelet stimulating activity of enantiomers of acetyl glyceryl ether phosphorylcholine and its methoxy analogues.
Potent platelet stimulating activity of enantiomers of acetyl glyceryl ether phosphorylcholine and its methoxy analogues.
复制标题
乙酰甘油醚磷酸胆碱及其甲氧基类似物的对映体具有有效的血小板刺激活性。
DOI：
10.1016/0006-291x(81)91730-7
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发表时间：
1981
影响因子：
3.1
通讯作者：
Pinckard,RN
中科院分区：
文献类型：
--
作者：
Hanahan,DJ;Munder,PG;Satouchi,K;McManus,L;Pinckard,RN
令人惊讶的是，与 sn-3 对映体 2.92× 10− 10 M 和值为 7.2× 10− 10 M 的外消旋混合物相比，1-0-十六烷基-2-乙酰基-甘油基磷酰胆碱的 sn-1 构型显示出显着的活性，为 3.22× 10− 9 M。十八烷基甘油磷酸胆碱是一种具有高生物活性的衍生物，可刺激兔血小板释放血清素。 1-0-十二烷基-2-甲氧基类似物显示出非常低的活性；此外，一系列类似的 0-苄基衍生物也没有活性。对1-0-十六烷基、1-0-十八烷基-或1-0-十二烷基-2-乙酰基-sn-甘油基-3-磷酰胆碱的检测表明，十六烷基化合物的生物活性是十八烷基的三倍，是十二烷基的五倍。
Surprisingly, the sn-1 configuration of 1-0-hexadecyl-2-acetyl-glycerylphosphorylcholine showed significant activity, 3.22× 10− 9 M, when compared to the sn-3 enantiomer, 2.92× 10− 10 M and a racemic mixture with a value of 7.2× 10− 10 M. A methoxy substitution at the C-1 or C-2 position of octadecyl glycerylphosphorylcholine gave a derivative with high biological activity for stimulating serotonin release from rabbit platelets. A 1-0-dodecyl-2-methoxy analogue showed very low activity; also, a comparable series of 0-benzyl derivatives were inactive. Examination of 1-0-hexadecyl, 1-0-octadecyl-or 1-0-dodecyl-2-acetyl-sn-glyceryl-3-phosphorylcholine showed that the hexadecyl compound had three times the biological activity of the octadecyl and five times that of the dodecyl.