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Hydrophile–hydrophobe equilibrium of some prostaglandins— CNDO/SW study
Author(s) -
Grigoras S.,
Rusu I.,
Pausescu E.,
Medesan A.,
Moldoveanu S.
Publication year - 1980
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560180220
Subject(s) - cndo/2 , chemistry , solvation , molecule , dipole , van der waals force , computational chemistry , chemical physics , organic chemistry
The problem of the existence of a prostaglandin (PG) receptor is still controversial, but it seems to be clear that the main action of the PGs concerns the interface of the cellular membrane (which has a predominantly lipid character) and the extracellular liquid (which mainly consists of water). Also especially in the case of the exogenous PGs, the transport of these substances in the organism in influenced by the hydrophilic‐hydrophobic properties of the reactive molecules. These properties can be estimated by MO studies using a solvation model and a semiempirical method of calculation. This paper is concerned with the molecules of PGA 1 and PGE 1 . MO studies were performed for these molecules with the CNDO/SW method in order to calculate ionization potentials, dipole moments, and molecular polarizabilities. With these computed molecular properties, the electrostatic and van der Waals interactions with water and octanol molecules are evaluated and compared within the framework of the original model. This study allows the differentiation of the hydrophilic–hydrophobic character of the PGs investigated and the comparison of the results with experimental data.