Mechanisms of toxic action and structure-activity relationships for organochlorine and synthetic pyrethroid insecticides.
The mechanisms and sites of action of organochlorine (DDT-types and chlorinated alicyclics) and synthetic pyrethroid insecticides are presented with discussion of symptoms, physiological effects, and selectivity. The structural requirements for toxicity are assessed, and structure-activity relationships are considered for each subclass. Lipophilicity is important for all the groups because it facilitates delivery of these neurotoxicants to the site of action in the nerve. Steric factors including molecular volume, shape, and isomeric configuration greatly influence toxicity. Electronic parameters also have been demonstrated to affect biological activity in some of the groups of insecticides, e.g., Hammett's sigma and Taft's sigma * as indicators of electronegativity. New synthetic pyrethroids continue to be developed, with varied structures and different physicochemical and biological properties.
Coats
J R
JR
Department of Entomology, Iowa State University, Ames 50011-3140.
D000818:Animals; D001717:Birds; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D018118:Chloride Channels; D003634:DDT / Q000494:pharmacology / Q000633:toxicity; D007313:Insecta; D007306:Insecticides / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity*; D015640:Ion Channel Gating / Q000187:drug effects; D008322:Mammals; D008563:Membrane Lipids; D008565:Membrane Proteins / Q000187:drug effects; D015394:Molecular Structure; D011722:Pyrethrins / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity*; D011963:Receptors, GABA-A / Q000187:drug effects; D015222:Sodium Channels / Q000187:drug effects; D012995:Solubility; D013329:Structure-Activity Relationship
D018118:Chloride Channels; D007306:Insecticides; D008563:Membrane Lipids; D008565:Membrane Proteins; D011722:Pyrethrins; D011963:Receptors, GABA-A; D015222:Sodium Channels; D003634:DDT