Normal and reversed phase thin layer chromatography data in quantitative structure–activity relationship study of compounds with affinity for serotonin (5-HT) receptors

Development and Validation of Quantitative Structure-Activity Relationship Models for Compounds Acting on Serotoninergic Receptors

“…R M(S1) –  R M(S7) and R M(C) values for the analytes were presented in the course of the described quantitative analysis as S1–S7 and C, respectively, whereas the derivatives of these results were denoted with symbols: C-S(1–7) and S(1–7)/C. Using parameters of C-S(1–7) and S(1–7)/C has been justified in an earlier work [14]. The results of chromatographic analysis are presented in Table 2.…”

“…Samples of the drugs 1–20 used in this work were purchased either as medical products or as standard substances [ 14 ]. All of them have biological activity toward serotoninergic receptors, see Table 1 .…”

“…The active substances were isolated from medical products with methods described according to specific monographs presented in the Polish Pharmacopoeia, and information is available in The Merck Index [ 35 ]. Pharmacological details are given elsewhere [ 14 ].…”

“…Based on the available bibliographic data, it is established that the essential role in the creation of drug-serotonin receptor complex is played by the following amino acids: aspartic acid (Asp155), serine (Ser159), phenylalanine (Phe340), asparagine (Asn333), tryptophan (Trp200, 236, 367), tyrosine (Tyr370), and threonine (Thr196) [ 2 – 12 ]. A detailed description of the model binding sites was presented in earlier works [ 13 , 14 ]. The information will make it possible to build an analytical model of interaction ligands with the 5-HT receptor and the initial prediction of potential biological activity of its ligands.…”

“…This paper is a continuation of the studies [ 13 , 14 ], whose purpose is to determine the possibility of using data obtained from thin-layer chromatography and computer-calculated physicochemical parameters to build regression equations that will predict the receptor binding affinity (p K i ) and agonist (p D 2 ) and antagonistic (p A 2 ) activity of selected compounds acting on serotonin receptors. The choice of model compounds for the binding elements in the receptor structure was based on the literature data on the use of propionic acid to mimic aspartic acid structure in interaction with the ligands of the histamine H 3 receptor [ 33 , 34 ].…”