Quantum chemical studies on drug action V: Involvement of structure-activity, quantum chemical, and hydrophobicity factors in thrombocyte uptake of 5-hydroxytryptamine

Abstract

Inhibition of the uptake of 5-hydroxytryptamine (serotonin) in the thrombocyte by various tryptamine derivatives was investigated. The activity depended on the nature and position of the substituent. This activity was correlated with the total orbital energy and hydrophobicity factors. Other quantum parameters, such as the highest occupied molecular orbital energy and the lowest empty molecular orbital energy, failed to correlate. The possible involvement of two receptor sites that are sterically and electronically dissimilar is postulated because compounds fell into two distinct groups. The hydrophobicity factor was important in only one group of compounds, while the electronic factor was important in both.