diethyl-maleate and triphenyl-phosphate

Pyridalyl is an insecticide that shows significant efficacy against Plutella xylostella, a notorious pest insect worldwide. In this study, we monitored resistance of P. xylostella to pyridalyl in China from 2016 to 2017, determined cross-resistance, inheritance, and synergism of pyridalyl resistance in two pyridalyl-resistant populations, one field-evolved resistant population (ZL-PR) and one laboratory-selected resistant population (XY-PR). We found that variation in susceptibility among 15 field populations in China from 2016 to 2017 was high, with mean LC50 values ranging from 1.839 to 1,652 mg/liter. The laboratory-selected XY-PR strain showed 31.3-fold resistance to pyridalyl and moderate cross-resistance to fipronil. The ZL-PR displayed 1,050.2-fold resistance to pyridalyl and high resistance to all tested insecticides. Genetic analysis illustrated that pyridalyl resistance in ZL-PR was autosomally inherited and incompletely recessive. However, pyridalyl resistance in the XY-PR strain was autosomally inherited but incompletely dominant. Moreover, piperonyl butoxide significantly inhibited pyridalyl resistance in the XY-PR strain. In conclusion, P. xylostella field populations from South China have high levels of resistance to pyridalyl and different modes of inheritance of resistance were found in XY-PR and ZL-PR. Moreover, enhanced oxidative metabolism is possibly involved in resistance of the XY-PR strain but not in the ZL-PR strain.

Topics: Animals; Female; Inheritance Patterns; Insecticide Resistance; Insecticides; Male; Maleates; Moths; Organophosphates; Pesticide Synergists; Phenyl Ethers; Piperonyl Butoxide

Insecticide resistance is a major challenge in successful insect pest control as the insects have the ability to develop resistance to various widely used insecticides. Butene-fipronil is a novel compound with high toxicity to insects and less toxicity to the non-target organisms. In the present study, the effect of butene-fipronil alone and in combination with three enzyme inhibitors, piperonyl butoxide (PBO), diethyl maleate (DEM), and triphenyl phosphate (TPP), was carried out on larvae and adults of Drosophilia melanogaster. Our results indicated that the co-toxicity indices of butene-fipronil + PBO, butene-fipronil + TPP, and butene-fipronil + DEM mixtures were 437.3, 335.0, and 210.3, respectively, in the second-instar larvae, while 186.6, 256.2, and 238.5, respectively, in the adults, indicating synergistic effects. Interestingly, butene-fipronil increased the expression of CYP28A5 in the larvae; CYP9F2, CYP304A1, CYP28A5, and CYP318A1 in the female adults; and CYP303A1 and CYP28A5 in the male adults. Furthermore, high-level expression of Est-7 was observed in the female adults compared to larvae and male adults. Our results suggest that there is no difference in butene-fipronil metabolism in larvae and male and female adults of D. melanogaster.

Topics: Animals; Drosophila melanogaster; Drug Interactions; Enzyme Inhibitors; Hydrocarbons, Halogenated; Inactivation, Metabolic; Insect Control; Insecticide Resistance; Insecticides; Larva; Maleates; Organophosphates; Piperonyl Butoxide; Pyrazoles

Amsacta albistriga is one of the important pests of oilseed crops in India. This pest has developed high resistance to organophosphate (OP) insecticide in field. Therefore, cypermethrin insecticide was used as an alternative for this pest. After 20 generations of selection with cypermethrin, the LD50 value for A. albistriga was increased by 21.5-folds. The synergism ratio of piperonyl butoxide (PBO) and triphenyl phosphate (TPP) was increased by 10- and 9.6-fold in resistant strains and comparatively, 3.9 and 4.2-fold in susceptible strains. Detoxification enzyme analysis and native PAGE electrophoresis of esterase isoenzyme further revealed that esterase and mixed function oxidase may be involved in cypermethrin resistance in CypRes strain. In addition to enzyme analysis overexpression of CYP4M44, CYP9A77 and CYP6B47 (ortholog) can confer metabolic resistance in the CypRes strain. These data provide a foundation for further study of cypermethrin resistance mechanism observed in A. albistriga.

Topics: Animals; Esterases; Glutathione Transferase; Imidazoles; Insect Proteins; Insecticide Resistance; Insecticides; Larva; Lepidoptera; Maleates; Mixed Function Oxygenases; Monocrotophos; Neonicotinoids; Nitro Compounds; Organophosphates; Pesticide Synergists; Phylogeny; Piperonyl Butoxide; Pyrethrins

The Colorado potato beetle (Leptinotarsa decemlineata (Say)) in the north Xinjiang Uygur autonomous region has evolved resistance to various types of insecticides. Chlorantraniliprole is a novel anthranilic diamide insecticide that binds and activates ryanodine receptors. It exhibited excellent efficacy against L. decemlineata in several field trails in Europe. In the present paper, the susceptibility of L. decemlineata fourth-instar larvae derived from six field populations and L. decemlineata adults derived from three field populations to chlorantraniliprole was determined by a topical application. The fourth-instar larvae were substantially more susceptible to chlorantraniliprole than adults, although the range of susceptibility was far greater among the fourth-instar larvae. Regarding stomach toxicities, adult beetles were less susceptible to chlorantraniliprole than larvae. Chlorantraniliprole was most toxic to second-instar larvae, followed by third- and fourth-instar larvae. These data suggested that the appropriate timing for chlorantraniliprole spraying is the early larval stage. Moreover, the synergistic activities of chlorantraniliprole in combination with triphenyl phosphate, diethyl maleate, or piperonyl butoxide against fourth-instar larvae from two field populations and adults from one field population were tested. Piperonyl butoxide had synergistic effects with chlorantraniliprole against fourth-instar larvae but not against adult beetles. Conversely, triphenyl phosphate and diethyl maleate exerted little synergistic effects. It appears that there is a potential risk of resistance against chlorantraniliprole resulting from cytochrome P450 monooxygenase activity.

Topics: Animals; China; Coleoptera; Cytochrome P-450 Enzyme System; Esterases; Glutathione Transferase; Insect Control; Insect Proteins; Insecticide Resistance; Insecticides; Larva; Maleates; Organophosphates; ortho-Aminobenzoates; Piperonyl Butoxide

The susceptibilities to three organophosphate (OP) insecticides (malathion, chlorpyrifos, and phoxim), responses to three metabolic synergists [triphenyl phosphate (TPP), piperonyl butoxide (PBO), and diethyl maleate (DEM)], activities of major detoxification enzymes [general esterases (ESTs), glutathione S-transferases (GSTs), and cytochrome P450 monooxygenases (P450s)], and sensitivity of the target enzyme acetylcholinesterase (AChE) were compared between a laboratory-susceptible strain (LS) and a field-resistant population (FR) of the oriental migratory locust, Locusta migratoria manilensis (Meyen). The FR was significantly resistant to malathion (57.5-fold), but marginally resistant to chlorpyrifos (5.4) and phoxim (2.9). The malathion resistance of the FR was significantly diminished by TPP (synergism ratio: 16.2) and DEM (3.3), but was unchanged by PBO. In contrast, none of these synergists significantly affected the toxicity of malathion in the LS. Biochemical studies indicated that EST and GST activities in the FR were 2.1- to 3.2-fold and 1.2- to 2.0-fold, respectively, higher than those in the LS, but there was no significant difference in P450 activity between the LS and FR. Furthermore, AChE from the FR showed 4.0-fold higher activity but was 3.2-, 2.2-, and 1.1-fold less sensitive to inhibition by malaoxon, chlorpyrifos-oxon, and phoxim, respectively, than that from the LS. All these results clearly indicated that the observed malathion resistance in the FR was conferred by multiple mechanisms, including increased detoxification by ESTs and GSTs, and increased activity and reduced sensitivity of AChE to OP inhibition.

Topics: Acetylcholinesterase; Animals; Chlorpyrifos; Cytochrome P-450 Enzyme System; Drug Synergism; Esterases; Glutathione Transferase; Inactivation, Metabolic; Insect Control; Insecticide Resistance; Insecticides; Locusta migratoria; Malathion; Maleates; Organophosphates; Organothiophosphorus Compounds; Piperonyl Butoxide

The toxicities of three enzyme inhibitors and their synergistic effects on four insecticides were studied by using the dry film method on field populations of 18 species of insects collected in Jianxin and Shanjie, China, from 2003 to 2005. Meanwhile, the inhibitory effects of these enzyme inhibitors on the activities of acetylcholinesterases (AChE), carboxyesterases (CarE) and glutathione-S-transferases (GST), in vivo, were also studied. In general, triphenyl phosphate (TPP) and diethyl maleate (DEM) showed low toxicities to six herbivorous pest insects, four ladybirds and eight parasitoids. Piperonyl butoxide (PB) exhibited low toxicities to the herbivorous pest insects and ladybirds, but high toxicities to the eight parasitoids. The tolerance to the insecticides in 11 pest insects and natural enemies was mainly associated with the tolerance to PB. PB showed the highest synergism on methamidophos, fenvalerate, fipronil and avermectin in nine species of pest insects and natural enemies. In general, TPP and DEM showed significant synergisms to these four insecticides in four parasitoid species. However, in contrast to their effects on the parasitoids, the synergistic effects of TPP and DEM on the four insecticides by TPP and DEM against four pest insects and one ladybird varied depending on the insect species and enzyme inhibitor. Activity of AChE, CarE or GST could be strongly inhibited, in vivo, by PB, TPP or DEM, depending on the insect species and enzyme inhibitors. From the results obtained in this study, mixed-function oxidase (MFO) was thought to play the most critical role in insect tolerances to the tested insecticides in the field. Low competition existed in the evolution of insecticide resistance in the field populations of parasitoids, as compared with herbivorous pest insects and ladybirds. Possible causes of the high synergistic effects of PB on the four classes of insecticides, based on multiattack on the activity of CarE, GST or AChE in the insect species, are also discussed.

Topics: Animals; China; Enzyme Inhibitors; Insecta; Insecticide Resistance; Insecticides; Maleates; Organophosphates; Pesticide Synergists; Piperonyl Butoxide; Toxicity Tests; Vegetables

The susceptibility and possible detoxification mechanisms of the Banks grass mite (BGM), Oligonychus pratensis (Banks), and the two-spotted spider mite (TSM), Tetranychus urticae Koch, to selected miticides were evaluated with and without synergists. BGM was 112-fold more susceptible to the organophosphate dimethoate, and 24-fold more susceptible to both the pyrethroids bifenthrin and lambda-cyhalothrin than TSM. The synergist triphenyl phosphate (TPP) enhanced the toxicities of bifenthrin and lambda-cyhalothrin against BGM by 3.0- and 4.2-fold, respectively, and enhanced the toxicities of bifenthrin, lambda-cyhalothrin, and dimethoate against TSM by 6.2-, 1.9-, and 1.7-fold, respectively. The synergist diethyl maleate (DEM) enhanced the toxicities of bifenthrin and lambda-cyhalothrin against BGM by 2.2- and 2.9- fold, respectively, and enhanced the toxicity of bifenthrin against TSM by 4.1-fold. On the other hand, the synergist piperonyl butoxide (PBO) increased the toxicities of bifenthrin and lambda-cyhalothrin by 6.0- and 2.6-fold, respectively, against BGM, and by 4.5- and 1.9-fold, respectively, against TSM. The significant synergism with these pyrethroids of all three tested synergists (except for DEM with lambda-cyhalothrin against TSM) suggests that esterases, glutathione S-transferases, and cytochrome P450 monooxygenases all play important roles in their detoxification. However, the toxicity of dimethoate was not enhanced by these synergists in either mite species (except for TPP against TSM). Apparently, these metabolic enzymes play less of a role in detoxification of this organophosphate in these mites.

Topics: Animals; Biological Assay; Dimethoate; Inactivation, Metabolic; Insecticides; Maleates; Mites; Nitriles; Organophosphates; Pesticide Synergists; Piperonyl Butoxide; Pyrethrins