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Volumn 640, Issue 1-3, 2003, Pages 191-200

Stereoelectronic properties and activity of some imidazolinone herbicides: A computational approach

Author keywords

Computational investigation; Imidazolinone herbcides; Receptor Surface Model; Stereoelctronic properties

Indexed keywords

ACETOLACTATE SYNTHASE; HERBICIDE; IMIDAZOLINE;

EID: 0842306250     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2003.08.134     Document Type: Article
Times cited : (13)

References (50)
  • 5
    • 85030906156 scopus 로고    scopus 로고
    • Since in vivo the estereal functionality is immediately cleaved to the corresponding carboxylate, the calculations concern the carboxylic acid
    • Since in vivo the estereal functionality is immediately cleaved to the corresponding carboxylate, the calculations concern the carboxylic acid.
  • 7
    • 84987142150 scopus 로고
    • and references therein
    • Ladner D.W. Pestic. Sci. 29:1990;317. and references therein.
    • (1990) Pestic. Sci. , vol.29 , pp. 317
    • Ladner, D.W.1
  • 15
    • 0344110495 scopus 로고    scopus 로고
    • We choosed as descriptors HOMO-LUMO energy gap, their topology, the frontier electron density (directly related to the measure of proton affinity), the heat of formation, the reactivity index, partial charges and MEPs because these are the most significant quantum chemistry descriptors to understanding the mechanism of binding with the enzyme, as it was already proved in studies of both other classes of ALS herbicides and other bioactive compounds. For significant examples, see:
    • We choosed as descriptors HOMO-LUMO energy gap, their topology, the frontier electron density (directly related to the measure of proton affinity), the heat of formation, the reactivity index, partial charges and MEPs because these are the most significant quantum chemistry descriptors to understanding the mechanism of binding with the enzyme, as it was already proved in studies of both other classes of ALS herbicides and other bioactive compounds. For significant examples, see: López-Romero E., Evrard G., Durant F., Sevrin M., George P. Bioorg. Med. Chem. 6:1998;1745.
    • (1998) Bioorg. Med. Chem. , vol.6 , pp. 1745
    • López-Romero, E.1    Evrard, G.2    Durant, F.3    Sevrin, M.4    George, P.5
  • 16
    • 0033917401 scopus 로고    scopus 로고
    • The heat of formation can be considered instead of total energy since the conformational analysis was carried out by using a semiempirical method since we could not use ab initio methods in order to calculate these properties. Eventually, the molecular volume and surface are still important, but especially in helping to choose the most active conformers of a compound and will be considered in a further study aimed to develop a receptor model of this class of herbicide
    • Werbovets K.A., Bhattacharjee K.A., Brendle J.J., Scovill J.P. Bioorg. Med. Chem. 8:2000;1741. The heat of formation can be considered instead of total energy since the conformational analysis was carried out by using a semiempirical method since we could not use ab initio methods in order to calculate these properties. Eventually, the molecular volume and surface are still important, but especially in helping to choose the most active conformers of a compound and will be considered in a further study aimed to develop a receptor model of this class of herbicide.
    • (2000) Bioorg. Med. Chem. , vol.8 , pp. 1741
    • Werbovets, K.A.1    Bhattacharjee, K.A.2    Brendle, J.J.3    Scovill, J.P.4
  • 31
    • 85030910208 scopus 로고    scopus 로고
    • LUMO=-0.87 eV values
    • LUMO=-0.87 eV values.
  • 49
    • 0029065636 scopus 로고
    • A receptor surface model is a hypothetical model which characterize the putative site of a receptor, based on the construction of surfaces representing both spatial and electrostatic properties of the receptor active site. It is visually intuitive and can be further refined when other activity data are available
    • A receptor surface model is a hypothetical model which characterize the putative site of a receptor, based on the construction of surfaces representing both spatial and electrostatic properties of the receptor active site. It is visually intuitive and can be further refined when other activity data are available Hahn M. J. Med. Chem. 38:1995;2080.
    • (1995) J. Med. Chem. , vol.38 , pp. 2080
    • Hahn, M.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.