2016
DOI: 10.1002/ps.4249
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Binding of imidacloprid, thiamethoxam and N‐desmethylthiamethoxam to nicotinic receptors of Myzus persicae: pharmacological profiling using neonicotinoids, natural agonists and antagonists

Abstract: There is no single conserved site or mode of binding of neonicotinoids and related nicotinic ligands to their target receptor, but a variety of binding pockets depending on the combination of receptor subunits, the receptor subtype, its functional state, as well as the structural flexibility of both the binding pockets and the ligands. © 2016 Society of Chemical Industry.

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Cited by 18 publications
(11 citation statements)
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“…A recent study by van den Brink et al comparing the toxicity of imidacloprid, thiacloprid, and thiamethoxam to the mayfly, Cloeon dipterum , found comparable 28‐d LC50 values for imidacloprid (0.85 µg/L) and thiamethoxam (0.94 µg/L). Similar LC50 values for imidacloprid and thiamethoxam indicate that these neonicotinoids, albeit possibly acting on different nAChR receptor subunits , exert similar toxic effects on this species. Differences in LC50 or EC50 values between species are likely attributed to different metabolic biotransformation rates of thiamethoxam to clothianidin .…”
Section: Discussionmentioning
confidence: 82%
“…A recent study by van den Brink et al comparing the toxicity of imidacloprid, thiacloprid, and thiamethoxam to the mayfly, Cloeon dipterum , found comparable 28‐d LC50 values for imidacloprid (0.85 µg/L) and thiamethoxam (0.94 µg/L). Similar LC50 values for imidacloprid and thiamethoxam indicate that these neonicotinoids, albeit possibly acting on different nAChR receptor subunits , exert similar toxic effects on this species. Differences in LC50 or EC50 values between species are likely attributed to different metabolic biotransformation rates of thiamethoxam to clothianidin .…”
Section: Discussionmentioning
confidence: 82%
“…106,107) Therefore, in terms of the nAChR and the relationship between TMX and IMI, differential pharmacology via N-methyl substitution combined with cyclic or acyclic configurations, appears to possibly underlie the selectivity between distinct neonicotinoid binding sites. 103,105,107) As with IMI and clothianidin, TMX has similar rapid neuronal blocking effects on the exposed P. americana nerve cord, an effect which is inconsistent with the procide hypothesis, 106) although this effect is not always replicated between studies. 97) However, an analogue of dinotefuran (an N-methyl neonicotinoid, see below) containing the oxadiazine sub-structure is also potently neuroactive on the isolated cockroach nerve cord.…”
Section: Thiamethoxammentioning
confidence: 98%
“…101,102) However, the rate and degree of clothianidin production in vivo from TMX treated insects does not correlate with its rapid toxicological symptoms, suggesting that TMX must be neuroactive in its own right. 72 71,104,105) demonstrating that the oxadiazine residue itself does not select for different nAChR forms. Additionally, N-methyl IMI -a very close analogue of IMI (but with an N-methyl additional substituent as in TMX) is very weak at displacing [ 3 H]-IMI with a K i almost identical to TMX.…”
Section: Thiamethoxammentioning
confidence: 99%
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“…Owing to fast evolution, B. tabaci nowadays has diverse biotypes worldwide among which the B and Q types can cause severe crops losses (Santos-Garcia et al, 2015). Green peach aphid M. persicae , which is another kind of important pest affecting tobaccos, has a broad spectrum of hosts all over the world (Cao et al, 2016; Kang et al, 2016; Kayser et al, 2016). The pests can both deprive plants of nutrients and transmit cucumber mosaic viruses or other pathogens (Zhao et al, 2015), resulting in immense losses of crop yield (Cao et al, 2016).…”
Section: Introductionmentioning
confidence: 99%