PT  - JOURNAL ARTICLE
AU  - B. V. Rama Sastry
AU  - Carl C. Pfeiffer
AU  - Andrew Lasslo
TI  - RELATIONSHIPS BETWEEN THE CHEMICAL CONSTITUTION AND BIOLOGICAL RESPONSE OF D(-)-, L(+)- AND DL-LACTOYLCHOLINES, AND RELATED COMPOUNDS
DP  - 1960 Nov 01
TA  - Journal of Pharmacology and Experimental Therapeutics
PG  - 346--355
VI  - 130
IP  - 3
4099  - http://jpet.aspetjournals.org/content/130/3/346.short
4100  - http://jpet.aspetjournals.org/content/130/3/346.full
SO  - J Pharmacol Exp Ther1960 Nov 01; 130
AB  - Published literature on the relationships between chemical constitution and biological responses of cholinomimetic and atropine-like agents suggests that an acetylcholine-like neurohumor with an asymmetric center in the position alpha to the carbonyl group may occur in nature. In accordance with this hypothesis, D(-)-, L(+)- and DL-lactoylcholines, DL-glyceroylcholine and DL-lactoyl-DL-(β-methylehOline) were synthesized. The pharmacodynamic properties of the new compounds were evaluated on (a) the blood pressure of the anesthetized dog, and (b) the isolated guinea-pig ileum. The acute toxicity of the new choline esters was determined in mice. The significance of the results was discussed. The isomeric ratios between the enantiomers of lactoylcholine indicate that asymmetry in the acyl-component is a significant factor in the muscarinic and nicotinic effects of cholinomimetic esters.