{"title":"Biological activities of nitromethylene analogues of imidacloprid with a 4,5-dimethylated imidazolidine ring","authors":"Madoka Yamamura, Satoshi Yamauchi, Hisashi Nishiwaki","doi":"10.1584/jpestics.d23-024","DOIUrl":"https://doi.org/10.1584/jpestics.d23-024","url":null,"abstract":"Four nitromethylene analogues of imidacloprid (CH-IMIs) having a 4,5-dimethylated (diMe) imidazolidine ring were stereospecifically synthesized to evaluate their affinity for the nicotinic acetylcholine receptors of the housefly Musca domestica. Among the analogues, the 4S,5R-diMe analogue showed the highest receptor affinity (Ki=0.39 nM). The insecticidal activity against M. domestica of the synthesized compounds was also measured under synergistic and nonsynergistic conditions. Under nonsynergistic conditions, the insecticidal activity of the 4S,5R-diMe analogue was the highest. The order of the insecticidal potency of the four diMe-CH-IMIs (4S,5R->4R,5S-=4R,5R->4S,5S-diMe analogues) was the same as that of the receptor affinity. Piperonyl butoxide (PBO) did not synergize with the test compounds, but both PBO and NIA16388 applications strengthened the activity of analogues other than the 4S,5S-diMe analogue. This suggests that the configuration of the substituents on the imidazolidine ring should influence the metabolism process of CH-IMI in houseflies.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"34 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135710488","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Enrico M. Cabutaje, Kotomi Ueno, Kumiko Osaki-Oka, Kazutaka Kido, Thomas Edison E. dela Cruz, Atsushi Ishihara
{"title":"Identification of two phthalide derivatives and an oxindole compound isolated from the edible mushroom <i>Pleurotus ostreatus</i> and their inhibitory activities against plant pathogenic microorganisms","authors":"Enrico M. Cabutaje, Kotomi Ueno, Kumiko Osaki-Oka, Kazutaka Kido, Thomas Edison E. dela Cruz, Atsushi Ishihara","doi":"10.1584/jpestics.d23-039","DOIUrl":"https://doi.org/10.1584/jpestics.d23-039","url":null,"abstract":"The excessive use of chemical pesticides in agricultural fields for controlling plant pathogenic microorganisms harms human health, the environment, and other beneficial microorganisms in the soil and plants. To address this challenge, it is essential to isolate and discover bioactive compounds from biological resources that could inhibit plant pathogenic microorganisms. In this study, the culture filtrate of the edible mushroom Pleurotus ostreatus was subjected to bioassay-guided isolation, and two phthalide derivatives—4,6-dimethoxyphthalide (1) and 5,7-dimethoxyphthalide (2)—were identified, along with an oxindole compound—3-hydroxy-3-methyloxindole (3). The inhibitory activities of the three compounds were evaluated against four fungal and five bacterial pathogens. Remarkably, 1 and 2 exhibited the lowest IC50 values against the conidial germination and germ tube elongation of the rice blast fungus Pyricularia oryzae. However, their effectiveness against bacterial pathogens was relatively low. The (S) and (R)-enantiomers of 3-hydroxy-3-methyloxindole showed different activities against plant fungal pathogens and bacterial plant pathogens.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"151 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135261860","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A simulation model (PostPLANT-Soil) for predicting pesticide concentrations in succeeding leafy vegetables: I. Validation with experimental data in a Japanese Andosol field","authors":"Keiya Inao, Sayuri Namiki, Yutaka Motoki, Nobuyasu Seike, Eiki Watanabe","doi":"10.1584/jpestics.d23-006","DOIUrl":"https://doi.org/10.1584/jpestics.d23-006","url":null,"abstract":"We developed a simulation model for predicting pesticide concentrations in succeeding leafy vegetables (PostPLANT-Soil), which includes the process of pesticide uptake from plant roots. To validate the model, we compared pesticide concentrations simulated by the model with values measured from field experiments in an upland Andosol. The model validation showed that pesticide concentrations in the plant shoot were correlated with the concentrations in the soil solution rather than those of the water-extracted pesticides. The model successfully simulated the concentration changes in plant shoots when the simulated concentrations of the pesticides in the soil solution were fitted to the measured values by considering the key parameter - the corrective coefficient for the soil adsorption coefficient. However, the simulated shoot concentrations at the appropriate harvest period exceeded the measured values. This indicates that the leafy vegetable used in this study may have some metabolic capacity for the pesticides.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"49 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135600365","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"The structure–activity relationship of aryloxyacetylthioureas for the inhibition of <i>Orobanche minor</i> radicle elongation","authors":"Atsushi Okazawa, Shizuki Noda, Yusuke Mimura, Kotaro Fujino, Takatoshi Wakabayashi, Daisaku Ohta, Yukihiro Sugimoto, Motohiro Sonoda","doi":"10.1584/jpestics.d23-034","DOIUrl":"https://doi.org/10.1584/jpestics.d23-034","url":null,"abstract":"Orobanchaceae root parasitic weeds cause significant damage to agriculture and become threats to global food security. Integrated pest management is a key concept in modern agriculture and requires chemicals with various modes of action. Planteose accumulates as a storage carbohydrate in the dry seeds of root parasitic weeds. In Orobanche minor seeds, planteose is hydrolyzed by an α-galactosidase, OmAGAL2, during germination. It was found that the OmAGAL2 inhibitor, PI-28, suppressed the radicle elongation of germinating O. minor seeds. This inhibitory activity against O. minor radicle elongation was evaluated for a series of aryloxyacetylthioureas synthesized based on the structure of PI-28. Compounds with a 3-Cl or 4-Cl substituent on the benzene ring in the phenoxy moiety in PI-28 exhibited more potent activity than the parent PI-28. This is the first report on the effect of aryloxyacetylthioureas on a root parasitic weed and will contribute to the development of control reagents for root parasitic weeds.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"50 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136304458","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A simulation model (PostPLANT-Soil) for predicting pesticide concentrations in succeeding leafy vegetables: II. Validation with experimental data on plant uptake in a growth chamber","authors":"Sayuri Namiki, Keiya Inao, Yutaka Motoki, Nobuyasu Seike, Eiki Watanabe","doi":"10.1584/jpestics.d23-007","DOIUrl":"https://doi.org/10.1584/jpestics.d23-007","url":null,"abstract":"We validated a simulation model (PostPLANT-Soil) for predicting pesticide concentrations in succeeding leafy vegetables reported in our first paper in this series, which includes the pesticide sorption process into plant roots. As a result of the model validation with the measured data from a plant uptake study in a growth chamber, the model successfully simulated the concentration changes of pesticides in a plant shoot. However, the simulated shoot concentrations for several pesticides were overestimated compared to the measured values. The leafy vegetable (Brassica rapa) used in this study probably has a high metabolic ability for the fungicide flutolanil from the result of the uptake study under a hydroponic condition.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"129 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135710490","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Fugacity model incorporating computational fluid dynamics for analyzing the behavior of an insecticide sprayed indoors","authors":"Sayuri Tanaka, Yoshihide Matoba, Hiroaki Kondo, Tomohiko Ihara","doi":"10.1584/jpestics.d23-011","DOIUrl":"https://doi.org/10.1584/jpestics.d23-011","url":null,"abstract":"Fugacity models are used widely to predict the time-dependent behaviors of chemicals in environments containing several media (e.g., air, sediment, soil, and water). However, these fugacity models work on the assumption that the concentration of a chemical in each medium is uniform, so they cannot describe the spatial distribution of the chemical. We developed a new fugacity model, termed InPestCFD, incorporating computational fluid dynamics to describe both the time-dependent distribution and the spatial distribution of a chemical in a medium. InPestCFD was used to calculate the behavior of an insecticide released from an aerosol canister in a room. Indoor airflow and aerosol particle behavior were calculated via computational fluid dynamics and using a Lagrangian dispersion model. Transport of the insecticide among media (aerosol particles, air, ceiling, floor, and walls) was calculated using the fugacity model. The time-dependent distributions and spatial distributions of the insecticide in the media agreed well with real measurements.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"157 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135710803","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Discovery of a novel acaricide, acynonapyr","authors":"Isami Hamamoto, Masahiro Kawaguchi, Takehiko Nakamura, Makio Yano, Keiji Koizumi, Jun Takahashi","doi":"10.1584/jpestics.d23-028","DOIUrl":"https://doi.org/10.1584/jpestics.d23-028","url":null,"abstract":"Acynonapyr, discovered by Nippon Soda Co., Ltd., is a novel acaricide with N-pyridyloxy azabicycle as a unique core structure. Acynonapyr exhibits high activity against the spider mite species in the genera Tetranychus and Panonychus, with good efficacy at all life stages. Early in this research, cyclic amines substituted with (hetero)aryl(oxy) moieties were designed as target molecules and diversely synthesized, and 4-[4-(trifluoromethyl)phenoxy]-1-[5-(trifluoromethyl)-2-pyridyl]piperidine was found to show weak acaricidal activity. The structural optimization of this acaricidal active piperidine as the first lead compound led to the discovery of acynonapyr. In this report, our research process that led to the discovery of acynonapyr is described.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"33 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135710794","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Characteristics biological activities of the novel acaricide flupentiofenox against phytophagous mites","authors":"Shingo Yoshimura, Shigeyuki Mukawa","doi":"10.1584/jpestics.d23-033","DOIUrl":"https://doi.org/10.1584/jpestics.d23-033","url":null,"abstract":"Flupentiofenox, which has a unique chemical structure, is a novel acaricide that has been developed by the Kumiai Chemical Industry Co., Ltd. Flupentiofenox exerted significant acaricidal activities against spider mites Tetranychus urticae and Panonychus citri at all developmental stages even at extremely low concentrations, as compared with its practical concentration (80 ppm) for use in mites and was effective against spider mite populations that are resistant to widely used commercial acaricides. These results suggested that flupentiofenox could be used effectively for the control and prevention of spider mite infestation. Additionally, flupentiofenox had a more rapid effect than acetyl CoA carboxylase inhibitors, but it had a relatively slower effect than mitochondrial electron transport inhibitors and glutamate-gated chloride channel modulators. Overall, flupentiofenox is assumed to have a new mode of action.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"20 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135710483","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A simple reliable quantification of glyphosate in human urine using MonoSpin TiO extraction and isotope dilution mass spectrometry","authors":"Takamitsu Otake, Keisuke Nakamura, Nobuyasu Hanari","doi":"10.1584/jpestics.d23-030","DOIUrl":"https://doi.org/10.1584/jpestics.d23-030","url":null,"abstract":"A method of quantifying glyphosate (Gly) in human urine by means of MonoSpin TiO extraction and 9-fluorenylmethoxycarbonyl chloride (FMOC-Cl) derivatization with isotope dilution mass spectrometry (IDMS) was investigated and optimized. The method’s quantification limit under optimized conditions was 0.3 µg/kg for FMOC-Gly, which was comparable to or lower than those described in previous studies. When a spike test using human urine samples was carried out with optimized analytical conditions, the trueness for FMOC-Gly was as follows: 101.6–104.9% for a spike level of 0.5 µg/kg and 99.2–101.0% for a spike level of 30 µg/kg. The intra-day repeatability and inter-day reproducibility were <6.5%. The spike test results for validation between the “with” and “without” derivatization methods were comparable at 1 µg/kg. Our results indicate that using MonoSpin TiO extraction and FMOC-Cl derivatization with IDMS is an accurate method for analyzing Gly in human urine.","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"53 57 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136304450","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Basic Technology and Recent Trends in Agricultural Formulation and Application Technology.","authors":"Takeo Ohkouchi, Kozo Tsuji","doi":"10.1584/jpestics.D22-055","DOIUrl":"https://doi.org/10.1584/jpestics.D22-055","url":null,"abstract":"<p><p>Recent requirements of the pesticide industry have become much severer, and pesticides (formulated products) are required to satisfy higher safety to both human beings and the environment, higher biological efficacy, lower price, and labor-saving. This review explains the outline of basic pesticide formulation technology, followed by recent advances in developing new formulations and application technologies. Labor-saving formulations and application technologies, environmental load reduction technologies, and user-friendly formulations and application technologies are elucidated.</p>","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"47 4","pages":"155-171"},"PeriodicalIF":2.4,"publicationDate":"2022-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://ftp.ncbi.nlm.nih.gov/pub/pmc/oa_pdf/b2/61/jps-47-4-D22-055.PMC9716043.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10360214","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}