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Molecular Pharmacology, Vol 9, 820-834, Copyright © 1973 by the American Society for Pharmacology and Experimental Therapeutics

Psychotomimetic Drugs as Anticholinergic Agents

II. Quantum-Mechanical Study of Molecular Interaction Potentials of 1-Cyclohexylpiperdine Derivatives with the Cholinergic Receptor

H. WEINSTEIN 1, S. MAAYANI 1, S. SREBRENIK 1, S. COHEN 1, and M. SOKOLOVSKY 1

1 Department of Chemistry, Technion-Israel Institute of Technology; Department of Biochemistry, Tel Aviv University, Tel Aviv; Israel Institute of Biological Research, Ness Ziona; and School of Medicine, Tel Aviv University, Tel Aviv, Israel

Molecular structural factors in the interaction of drugs of the phencyclidine series with cholinergic receptors were studied by quantum-mechanical metods. Reactivity criteria were based on an interaction pharmacophore obtained from the electrostatic potential pattern generated in its surroundings by the molecular system. Experimental results referring to the psychotomimetic activity of the drugs and to their anti-acetylcholine properties, established with various peripheral receptors and cholinesterases, were shown to correlate well with the structural requirements obtained from the interaction pharmacophore of acetylcholine. Structural characteristics leading to competitive antagonism are discussed.

Submitted on April 12, 1973






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