Discovery of a herbicidal lead using polymer-bound activated esters in generating a combinatorial library of amides and esters.
A combinatorial library containing mixtures of amides and esters was prepared through solid-phase chemistry. The advantages of using solid-phase chemistry over solution-phase chemistry to prepare this library are discussed. The library was screened through a high-throughput whole organism herbicidal assay upon which a mixture containing amides was found to have herbicidal activity. Deconvolution of the mixture provided N-(3-benzoylphenyl)-3-(1,1-dimethylethyl)-1-methyl)-1 H-pyrazole-5-carboxamide as a herbicidal lead with broadleaf and narrowleaf pre-emergence herbicidal activity as low as 100 g/ha on some weed species. This study represents the first report of an agrochemical discovered using a combinatorial approach.
Parlow
J J
JJ
Ceregen Division of Monsanto Company-U2D, St. Louis, MO 63167, USA.
Normansell
J E
JE
D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D019020:Directed Molecular Evolution / Q000379:methods*; D004353:Drug Evaluation, Preclinical; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008401:Gas Chromatography-Mass Spectrometry; D006540:Herbicides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D011108:Polymers
D000577:Amides; D004952:Esters; D006540:Herbicides; D011108:Polymers