Structure-activity relationships in 3-isothiazolones.
The biological activity of a series of structurally diverse 3-isothiazolones (1) has been assessed by evaluating the minimum inhibitory concentration required to inhibit the growth of E. Coli. The structure and electronic properties of these derivatives have been calculated using both semi-empirical and ab initio molecular orbital methods. Multi-linear regression analysis shows no correlation between the experimental activity of the 3-isothiazolones and either the calculated geometries, electronic properties, or the frontier orbital energies of these derivatives, but a reasonable relationship is found with other parameters including their calculated solvation energies, suggesting that diffusion may play an important role in their mode of action.
Morley
John O
JO
Chemistry Department, University of Wales Swansea, Singleton Park, Swansea, UKSA2 8PP.
Oliver Kapur
A Jayne
AJ
Charlton
Michael H
MH
D004926:Escherichia coli / Q000187:drug effects* / Q000254:growth & development; D015394:Molecular Structure; D011789:Quantum Theory; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
D013844:Thiazoles; C001490:3-isothiazolone