RefDoc
Haut

Faire une nouvelle recherche
Make a new search
Lancer la recherche


Titre du document / Document title

Relationship between chemical structure and biological activity of triazole fungicides against Botrytis cinerea

Auteur(s) / Author(s)

STEHMANN C. ; DE WAARD M. A. ;

Affiliation(s) du ou des auteurs / Author(s) Affiliation(s)

Wageningen agricultural univ., dep. phytopathology, 6700 EE Wageningen, PAYS-BAS

Résumé / Abstract

The inhibitory activity of commercial and experimental triazole fungicides on the target enzyme, sterol 14α-demethylase (P45014DM), was studied in a cell-free sterol synthesis assay of Botrytis cinerea Pers. ex Fr. In order to assess structure-activity relationships, the inhibitory activities of the compounds on radial growth of the fungus were tested as well. The EC50 values (concentrations of fungicide inhibiting radial growth of B. cinerea on PDA by 50%) of all triazoles tested ranged between 10-8 and 10-5 M. IC50 values (concentrations of fungicides inhibiting incorporation of [2-14C]mevalonate into C4-desmethyl sterols by 50%) generally ranged between 10-9 and 10-7 M and correlated with inhibition of radial mycelial growth. However, differences in IC50 values did not reflect quantitatively the observed differences in EC50 values, since the ratio between EC50 and IC50 increased with decreasing fungitoxicity. For a limited number of compounds the correlation between intrinsic inhibitory activity and fungitoxicity was low. Both in-vitro tests were used to investigate structure-activity relationships for stereoisomers of cyproconazole, SSF-109 and tebuconazole. Fungitoxicity and the potency to inhibit cell-free C4-desmethyl sterol synthesis correlated for all stereoisomers tested. Mixtures of isomers of tebuconazole or cyproconazole were slightly less active than the most potent isomer. The high activity of several commercial triazoles in both experiments implies that poor field performance of triazole fungicides against B. cinerea is due neither to insensitivity of the P45014DM nor to low in-vitro sensitivity of the fungus.

Revue / Journal Title

Pesticide science    ISSN  0031-613X   CODEN PSSCBG 

Source / Source

1995, vol. 44, no2, pp. 183-195 (50 ref.)

Langue / Language

Anglais

Editeur / Publisher

Wiley, Chichester, ROYAUME-UNI  (1970-1999) (Revue)

Mots-clés anglais / English Keywords

Chemical structure

;

Structure activity relation

;

Biological activity

;

Enzyme inhibitor

;

Sterol synthesis inhibitor

;

Fungistasis

;

Growth inhibitor

;

Radiolabelling

;

Stereoisomer

;

Botrytis cinerea

;

Triazole derivatives

;

Fungi Imperfecti

;

Fungi

;

Thallophyta

;

Chemical control

;

Synthetic inhibitor

;

Pesticides

;

Plant pathogen

;

Fungicide

;

Enzyme

;

Mots-clés français / French Keywords

Structure chimique

;

Relation structure activité

;

Activité biologique

;

Inhibiteur enzyme

;

Inhibiteur synthèse stérol

;

Fongistase

;

Inhibiteur croissance

;

Marquage radioisotopique

;

Stéréoisomère

;

Botrytis cinerea

;

Triazole dérivé

;

Cytochrome-P450-dependent sterol 14α-demethylase

;

Cyproconazole

;

Tebuconazole

;

Fungi Imperfecti

;

Fungi

;

Thallophyta

;

Lutte chimique

;

Inhibiteur synthétique

;

Pesticide

;

Phytopathogène

;

Fongicide

;

Enzyme

;

Mots-clés espagnols / Spanish Keywords

Estructura química

;

Relación estructura actividad

;

Actividad biológica

;

Inhibidor enzima

;

Inhibidor sínthesis esterol

;

Fongistasia

;

Inhibidor crecimiento

;

Marcación radioisotópica

;

Estereoisómero

;

Botrytis cinerea

;

Triazol derivado

;

Fungi Imperfecti

;

Fungi

;

Thallophyta

;

Lucha química

;

Inhibidor sintético

;

Plaguicida

;

Fitopatógeno

;

Fungicida

;

Enzima

;

Localisation / Location

INIST-CNRS, Cote INIST : 5562, 35400005116281.0110

Nº notice refdoc (ud4) : 3562250



Faire une nouvelle recherche
Make a new search
Lancer la recherche
Bas