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>Toxicity and mode of action of reductively dechlorinated cyclodiene insecticide analogues on houseflies (Musca domesticaL.) and other diptera
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Toxicity and mode of action of reductively dechlorinated cyclodiene insecticide analogues on houseflies (Musca domesticaL.) and other diptera
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机译：Toxicity and mode of action of reductively dechlorinated cyclodiene insecticide analogues on houseflies (Musca domesticaL.) and other diptera
AbstractThe toxicities of reductively dechlorinated analogues of dieldrin and some of its photochemical rearrangement products were compared with those of reductively dechlorinated analogues of endrin, endosulfan and isobenzan, against houseflies (Musca domestica L.), blowflies (Calliphora vicina R‐D) and in some cases, fleshflies (Sarcophaga barbata Parker) by topical application of the compounds in acetone. Some of the known toxic oxidative metabolites of dieldrin and endrin were also included for comparison. The chlorine atoms at C‐1 and C‐8 (bridge‐end) of the hexachlorobicyclo[2.2.1]hept‐2‐ene nucleus were retained in all of the analogues tested, while those at C‐9, C‐10 (ethylenic) and C‐11 (dichloromethane bridge), or their equivalent in the photochemical rearrangement products, were variously replaced by hydrogen atoms. The four‐fold increase in toxicity obtained when both of the C‐9 and C‐10 chlorine atoms in dieldrin were replaced by hydrogen appeared to be unique for this compound. Similar increases in potency also resulted from the selective reductive monodechlorination of the endosulfan isomers but in dechlorinated compounds from other series of analogues, toxicities were either unchanged or reduced. Thus, the effect of reductive dechlorination depends on the structure of the remainder of the molecule. Reductive dechlorination of the C‐11 dichloromethane bridge had the most consistent effect on toxicity; the anti‐C‐11 chlorine atom was generally more important for toxicity than the syn‐C‐11 chlorine atom, with large differences between the toxicities of these isomers in some cases. The results, which support a suggested structural analogy between the cyclodienes, lindane, and convulsant, substituted γ‐butyrolactones such as picrotoxinin, are discussed in relation to current theor
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