Transport and metabolism of pollen suppressant SC-2053 in wheat

SC-2053, 1-(4-chlorophenyl)-4-oxo-5-(methoxyethoxy)cinnoline-3 -carboxylic acid, is a pollen suppressant (chemical hybridizing agent) in wheat. Metabolism of this compound was studied using [14C]SC-2053 labeled uniformly in the chlorophenyl ring. Wheat plants were treated when the spike was 2-4 cm i...

Full description

Saved in:

Bibliographic Details
Published in:	Journal of agricultural and food chemistry Vol. 43; no. 2; pp. 548 - 556
Main Authors:	Cross, John W, Herzmark, Paul, Guilford, William L, Patterson, Thomas G, Labovitz, Jeffrey N
Format:	Journal Article
Language:	English
Published:	Washington, DC American Chemical Society 01-02-1995
Subjects:	Agronomy. Soil science and plant productions Biological and medical sciences cal callo callus epi espectrometria espigas feuille Fundamental and applied biological sciences. Psychology Genetics and breeding of economic plants glicosidos glycoside glycosides Heterosis. Floral biology applications: apomixy, male sterility, incompatibility, varia hojas leaves metabolism metabolisme metabolismo metabolite metabolites metabolitos Plant breeding: fundamental aspects and methodology plant growth substances polen pollen procesos de transporte en el suelo separacion separating separation soil transport processes spectrometrie spectrometry spikes substance de croissance vegetale sustancias de crecimiento vegetal transport dans le sol triticum aestivum In vivo Chemical sterilization Male sterilization Biological transport Male sterility Hybridization Mechanism of action Metabolism In vitro Heterosis
Online Access:	Get full text
Tags:	Add Tag No Tags, Be the first to tag this record!

Description
Summary:	SC-2053, 1-(4-chlorophenyl)-4-oxo-5-(methoxyethoxy)cinnoline-3 -carboxylic acid, is a pollen suppressant (chemical hybridizing agent) in wheat. Metabolism of this compound was studied using [14C]SC-2053 labeled uniformly in the chlorophenyl ring. Wheat plants were treated when the spike was 2-4 cm in length. The floral spike contained about 10% of the label taken up into the plant 4 days after treatment, 15% 14 days after treatment. Unchanged [14C]SC-2053 plus two more polar metabolites were 90-95% of the total 14C extracted from the plants 14 days after treatment. The more polar metabolite was a glycoside of the other. Treated wheat plants and wheat callus cultures metabolized [14C]SC-2053 by a similar route. The aglycon purified from a callus culture filtrate was identified as 1-(4-chlorophenyl)-4-oxo-5-(2-hydroxyethoxy)cinnoline 3-carboxylic acid. This alcohol results from demethylation of the 5-methoxyethoxy group. In plants this metabolite is glycosylated, but in callus cultures only the initial demethylated compound accumulated in the medium. The major metabolite in mature straw was the glycoside.
Bibliography:	F60 F istex:AE865D5CB58D3AD144405B8C1CA1A203DBB5B376 ark:/67375/TPS-R65N7T6S-8
ISSN:	0021-8561 1520-5118
DOI:	10.1021/jf00050a054