[The importance of molecular parameters of quaternary ammonium salts in their antigibberellin (retardant) activity].
The importance of six theoretically calculated molecular parameters in the antigibberellin (retardant) activity of quaternary ammonium salts is studied using regression analysis. A bioassay system based on cell culture of fungus Gibberella fujikuroi is used to determine the activity. In the case of N,N,N-trimethyl-N-(2-hydroxyethyl)ammonium chloride (choline) and N,N,N-triethyl-N-(2-hydroxyethyl)ammonium chloride (N,N,N-triethylcholine) derivatives with linear structure, the polarizability, proton acceptor activity, and lipophilicity of these compounds exert the largest effect on the antigibberellin activity. The antigibberellin activity of more sterically hindered N,N-dialkylpiperidinium salts was mainly defined by the steric parameter, while the polarizability, proton acceptor activity, and (through them) lipophilicity exert a lesser effect. Other parameters are of minor importance for the three groups of compounds studied. The English version of the paper: Russian Journal of Bioorganic Chemistry, 2004, vol. 30, no. 6; see also http://www.maik.ru.
Gafurov
R G
RG
Grigor'ev
V Iu
VIu
Proshin
A N
AN
Chistiakov
V G
VG
Martynov
I V
IV
Zefirov
N S
NS
D005874:Gibberella / Q000187:drug effects*; D005875:Gibberellins / Q000037:antagonists & inhibitors*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D000644:Quaternary Ammonium Compounds / Q000737:chemistry* / Q000494:pharmacology; D012044:Regression Analysis; D013329:Structure-Activity Relationship
D005875:Gibberellins; D000644:Quaternary Ammonium Compounds