The Design of Auxin-Type Herbicides

Garraway, J. L.; Wain, R. L.

doi:10.1016/b978-0-12-060307-7.50009-2

Cited by 9 publications

(5 citation statements)

References 414 publications

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“…7). These data also show that an ether link is essential for auxin activity and that when there is an asymmetric carbon in the side chain, the D-isomers are more potent than the L isomers (29,30). Based on these structure-activity relationships, a three-point contact receptor model was proposed which required the proper orientation of the acid side chain carboxyl group, the oahydrogen and phenyl ring with appropriate electronegative characteristics (29,30).…”

Section: Structure-activity Relationships Environmental Agentsmentioning

confidence: 91%

“…Structure-activity data indicate stringent stereospecific requirements for recognition by a receptor in order to elicit herbicidal activity (29,30). Phenoxyalkanoic acids with only phenyl ring substituents at either the 2,4, or 5 position (or in all of them) are active, whereas symmetrically substituted phenyl ring compounds are not.…”

Section: Structure-activity Relationships Environmental Agentsmentioning

confidence: 99%

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Conformational Analysis of Environmental Agents: Use of X-Ray Crystallographic Data to Determine Molecular Reactivity

Cody¹

1985

Environmental Health Perspectives

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This paper explores the use of crystallographic techniques as an aid in understanding the molecular reactivities of a number of agents that are of concern to pharmacologists and toxicologists. The selected examples demonstrate the role of structural data in the determination of absolute configuration, configurational flexibility and active-site topology for a reactive species. For example, the role of absolute stereochemistry in understanding synthetic pyrethroid structure-activity relationships is shown from analysis of their crystal structures; conformational flexibility among DDT analogues, and the importance of conformational and electronic properties in phenylalkanoic acid herbicides are shown from systematic analysis of their crystal structures; and interpretation of active-site stereochemistry is made by study of computer modeling of enzyme inhibitors in the active sites of related protein crystal structures. Thus, the observed patterns in conformational flexibility and their resultant effects on substrate pharmacological profile can be interpreted in understanding the molecular level events that influence biological reactivity.

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Section: Structure-activity Relationships Environmental Agentsmentioning

confidence: 91%

Section: Structure-activity Relationships Environmental Agentsmentioning

confidence: 99%

Conformational Analysis of Environmental Agents: Use of X-Ray Crystallographic Data to Determine Molecular Reactivity

Cody¹

1985

Environmental Health Perspectives

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“…They are employed as agrochemicals for their selective control on broadleaf weeds. They comprise several compounds belonging to four different chemical families, i.e., phenoxyalkanoic acids, pyridinecarboxilic acids, quinolinecarboxylic acids, and benzoic acids [5].…”

Section: Introductionmentioning

confidence: 99%

“…Since they were first synthesised after World War II, auxinic herbicides have been frequently used worldwide to eliminate unwanted broadleaf dicotyledons in crops (USEPA, 2006). These herbicides include quinolinecarboxylic, benzoic, phenoxyalkanoic and pyridinecarboxilic acids (Garraway and Wain, 1976). They mimic the natural phytohormone auxin, and they cause uncontrolled growth, senescence and death USEPA, 2006).…”

Section: Introductionmentioning

confidence: 99%

Auxinic herbicides induce oxidative stress on Cnesterodon decemmaculatus (Pisces: Poeciliidae)

Arcaute

Ossana

Iglesias

et al. 2019

Environ Sci Pollut Res

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A mis directores, el Dr. Marcelo Larramendy y la Dra. Sonia Soloneski, por haberme guiado estos años, compartir sus conocimientos, por estar pendientes en cada paso y asegurarse que llegase a destino.A mis compañeros, Juan Manuel, Milagros, Noelia, Josefina y Wanessa por su amistad, ayuda desinteresada y momentos compartidos.A la Dra. Natalia Ossana y a todos los integrantes del Programa de Ecofisiología Aplicada (PRODEA, UNLu) por su predisposición y colaboración en la realización de las mediciones enzimáticas.

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“…The synthesis and herbicidal properties of (4-chlorophenoxy)acetic acid (4-CPA) were first reported by Synerholm & Zimmerman (1945). It has the highest activity among the monochlorophenoxy acids (Garraway & Wain, 1976). Because of its low water solubility it has utility, along with (3,4-dichlorophenoxy)acetic acid, as a wettable powder or paste for direct application to soil as a pre-emergence herbicide (Crafts, 1957).…”

mentioning

confidence: 99%