title: Synthesis and quantitative structure-activity relationships of oxanilates as chemical hybridizing agents for wheat (Triticum aestivum L.).
abstract: Chemical hybridizing agents (CHAs) can facilitate two-line breeding in heterosis programs of crops. Twenty-seven oxanilates having different aromatic substitutions were synthesized and screened as CHAs on two genotypes of wheat, PBW 343 and HD 2733, during two Rabi (winter) seasons, 2000-01 and 2001-02. The oxanilates prepared by thermal condensation of anilines with diethyl oxalate or by acylation with ethoxycarbonyl methanoyl chloride were sprayed at 1000 and 1500 ppm at the premeiotic stage of wheat, when the length of the emerging spike of the first node was 7-8 mm. Pollen sterility and spikelet sterility were measured in each treatment. Ethyl oxanilates 5, 6, and 25,containing 4-F, 4-Br, and 4-CF(3) aromatic substituents, respectively, induced greater than 98% spikelet sterility, the desired level, at 1500 ppm. Quantitative structure-activity relationship analysis revealed a direct relationship between F(p) and molecular mass but an inverse relationship between MR, E(S), and R in influencing the bioactivity. Several F(1) hybrids were developed using 5, and at least one showed heterosis.
authors.affiliation: Division of Agricultural Chemicals, Indian Agricultural Research Institute, New Delhi-110012, India.
authors.forename: Kajal
authors.initials: K
authors.lastname: Chakraborty
authors.forename: Chakravarthi
authors.initials: C
authors.lastname: Devakumar
authors.forename: Shiv M S
authors.initials: SM
authors.lastname: Tomar
authors.forename: Rajendra
authors.initials: R
authors.lastname: Kumar
mesh_terms: D000383:Agriculture / Q000379:methods; D001947:Breeding / Q000379:methods*; D006824:Hybridization, Genetic / Q000187:drug effects*; D010072:Oxamic Acid / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship; D014908:Triticum / Q000235:genetics*
chemical_list: C472250:ethyl 4'-fluorooxanilate; D010072:Oxamic Acid