Correlation of structural and physico-chemical parameters with the bioactivity of alkylated derivatives of indole-3-acetic acid, a phytohormone (auxin) (CROSBI ID 81113)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Nigović, Biljana ; Antolić, Snježana ; Kojić-Prodić, Biserka ; Kiralj, Rudolf ; Magnus, Volker ; Salopek-Sondi, Branka
engleski
Correlation of structural and physico-chemical parameters with the bioactivity of alkylated derivatives of indole-3-acetic acid, a phytohormone (auxin)
As part of molecular recognition studies on the phytohormone indole-3-acetic acid (IAA) a series of alkylated IAAs has been examined. Phenyl-ring substitution (alkyl = methyl and ethyl) at positions 4-, 6-, or 7- as well as pyrrole substitution at the site 2- resulted in the six compounds which are analyzed: 2-Me-IAA, 4-Me-IAA, 6-Me-IAA, 7-Me-IAA, 4-Et-IAA, and 6-Et-IAA. Structure-activity relationship includes the geometrical parameters of the molecular structures determined by X-ray analysis, the growth-promoting activities in the Avena coleoptile straight-growth bioassay, and relative lipophilicities calculated from retention times on a reversed-phase HPLC column and from RF values in reversed-phase TLC. Lipophilicities are correlated with the momenta of inertia, average polarizability, molecular mass, and the van der Waals radii of the ring-substituents. The influence of substitution on the electronic properties of the indole ring and its geometry is discussed on the basis of the UV and H-1 NMR spectra. _____________________________________
Indole-3-acetic acid ; Phytohormone ; Bioactivity ; Molecular recognition studies.
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Podaci o izdanju
56 (1)
2000.
94-111
objavljeno
0108-7681
1600-5740