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Quantitative structure–activity relationship studies on benzodiazepine receptor binding: Recognition of active sites in receptor and modelling of interaction
Author(s) -
Gupta Satya P.,
Saha Ranendra N.,
Mulchandani Veena
Publication year - 1992
Publication title -
journal of molecular recognition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.401
H-Index - 79
eISSN - 1099-1352
pISSN - 0952-3499
DOI - 10.1002/jmr.300050205
Subject(s) - chemistry , affinities , hydrogen bond , hydrophobic effect , quantitative structure–activity relationship , receptor , binding affinities , binding constant , binding site , stereochemistry , structure–activity relationship , computational chemistry , molecule , organic chemistry , biochemistry , in vitro
A quantitative structure‐activity relationship study was carried out for the binding of a series of ‘classical’ benzodiazepines (BZs) and some β‐carbolines with BZ receptors to investigate the active sites in the latter and the nature of the binding of compounds with them. Using the Hansch approach, an attempt was made to correlate binding affinities of compounds with various physico‐chemical and electronic properties of substituents. The correlations obtained showed the main roles were played by the hydrophobic constant π and the Hammett constant σ (an electronic parameter) of various substituents. This led to the suggestion that BZ receptors have many additional hydrophobic, hydrogen bonding and polor sites other than those suggested by Hollinshead et al. (1990). From the present study, the Hollinshead model of interaction was found to be inadequate to account fully for the binding of all types of compounds.