THE SYNTHESIS OF d-CARNOSINE, THE ENANTIOMORPH OF THE NATURALLY OCCURRING FORM, AND A STUDY OF ITS DEPRESSOR EFFECT ON THE BLOOD PRESSURE
THE SYNTHESIS OF d-CARNOSINE, THE ENANTIOMORPH OF THE NATURALLY OCCURRING FORM, AND A STUDY OF ITS DEPRESSOR EFFECT ON THE BLOOD PRESSURE
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天然存在的对映体d-肌肽的合成及其降压作用的研究
DOI：
10.1016/s0021-9258(18)74754-6
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发表时间：
1936
期刊：
影响因子：
--
通讯作者：
M. Hunt
中科院分区：
文献类型：
--
作者：
V. Vigneaud;M. Hunt
空间构型与生理活动的关系问题一直是大量研究的主题，并发现了许多关于空间构型的特殊性实例。人们只需回忆一下左旋肾上腺素和右旋肾上腺素对血压影响的非常显著的差异，前者的活性是后者的15倍(L)，就能意识到光学异构体的药理作用有什么不同。尽管已经对升压物质进行了大量这种性质的研究，但令人惊讶的是，从这个角度对降压化合物所做的工作很少。事实上，冯·布劳恩和雅各布(2)早在1933年就指出，据他们所知，到那时为止还没有关于构型对降压物质药理效果的影响的研究。因此，这些研究人员对胆碱的d-和1-苯乙基异氰酸酯衍生物的作用进行了研究，发现这两种异构体发挥的降压活性大致相同。然而，在蚯蚓的平滑肌上，d-衍生物的活性是左旋异构体的50倍。最近，梅杰和博内特(3)成功地制备了乙酰甲基胆碱的光学异构体，并研究了它们对血压的毒碱样作用。他们观察到，乙酰基-L+甲基胆碱的活性大约是外消旋异构体的100倍。当然，这两项调查的结果不一定是93
The question of the relationship of spatial configuration to physiological activity has been the subject of a considerable number of investigations and many instances of specificity with regard to spatial configuration have been found. One need only recall the very striking difference in the effect on the blood pressure of levorotatory and dextrorotatory adrenalin, the former being 15 times as active as the latter (l), to realize what differences can be found in the pharmacological action of optical isomers. Although numerous studies of such a nature have been carried out on pressor substances, surprisingly little work has been done from this standpoint on depressor compounds. In fact von Braun and Jacob (2) stated as recently as 1933 that no study of the influence of configuration upon the pharmacological effect of blood pressure-lowering substances had, to the best of their knowledge, been made up to that time. These investigators therefore undertook the study of the action of d-and 1-fenchelylisocyanate derivative of choline and found that both isomers exerted about the same degree of depressor activity. On the smooth muscle of the earthworm, however, the d derivative was 50 times as active an excitant as the levorotatory isomer. Recently Major and Bonnett (3) succeeded in preparing the optical isomers of acetyl-&methylcholine and studied their muscarine-like action on the blood pressure. They observed that acetyl-l+ methylcholine was approximately 100 times less active than the racemic isomer. Of course, the results of these two investigations are not necessarily 93