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N-acylanilines, herbicide-CHA chimera, and amino acid analogues as novel chemical hybridizing agents for wheat (Triticum aestivum L.)

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Relation http://eprints.cmfri.org.in/9915/
 
Title N-acylanilines, herbicide-CHA chimera, and amino acid analogues as novel chemical hybridizing agents for wheat (Triticum aestivum L.)
 
Creator Chakraborty, Kajal
Devakumar, C
 
Subject Bioactive compounds
 
Description In the absence of viable alternative technology of hybrid wheat development, chemical induction of male sterility mediated technology based on chemical hybridizing agents (CHAs) holds a great potential. N-Acylaniline derivatives, namely, ethyl 4'-fluoro oxanilate (1) and ethyl 4'-trifluoromethyl oxanilate (2) containing halogen atoms in the para position of the aryl ring and substituted amide linkage (-CO-NH-) in the acyl side chain induced >98% spikelet sterility on three genotypes of wheat, namely, PBW 343, HD 2046 and HD 2733, at 1500 ppm. The active moieties were incorporated in the form of herbicide-CHA chimera and amino acid analogues using glycine and alanine as templates. The target activity was made more selective by synthesizing chimeric structure of herbicide (2,4-dichlorophenoxyacetic acid and dalapon) and the most active CHA templates, namely, 4- fluoroanilinyl and beta-ethoxycarbonyl moieties. Among herbicide-CHA chimera ethyl 2',4'-dichlorophenyl oxalate (14) induced 79.11% male sterility, whereas benzyl methyl 2-oxo-3-azaadipate (20) was the best, inducing 73.87% male sterility in HD 2733, among amino acid analogues. The CHAs were found to modify the reproductive biology to ensure cross-pollination in the cleistogamous wheat flowers, increasing the probability for the development of hybrids.
 
Publisher American Chemical Society
 
Date 2005
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/9915/1/IJCB_45B%283%29_Kajal_Chakraborty.pdf
Chakraborty, Kajal and Devakumar, C (2005) N-acylanilines, herbicide-CHA chimera, and amino acid analogues as novel chemical hybridizing agents for wheat (Triticum aestivum L.). Journal of Agricultural and Food Chemistry, 53 (20). pp. 7899-7907.