We investigated whether various modified cyclodextrins (CDs) and emulsifiers could be applied as dispersing agents in ready biodegradability tests of poorly water-soluble substances. Trimethylated α-, β-, and γ-CDs and partially methylated β-CD were not biodegraded in the test period but accelerated the biodegradation of octabenzone and anthraquinone. The process by which trimethylated α-, β-, and γ-CDs enhance the biodegradation of test substances has been partially uncovered. These CDs create inclusion complexes with the substances, which then coalesce into larger aggregates. These aggregates disperse throughout the testing medium and attach to clusters of activated sludge, known as flocs. This close contact with the sludge speeds up the breakdown of the hydrophobic substances being tested.
{"title":"Comparative evaluation of trimethylated α-, β-, and γ-cyclodextrins as optimal dispersants for ready biodegradability testing of poorly water-soluble substances.","authors":"Yoshinari Takano, Saki Takekoshi, Kotaro Takano, Yoshihide Matoba, Makiko Mukumoto, Keisei Sowa, Yuki Kitazumi, Osamu Shirai","doi":"10.1584/jpestics.D24-015","DOIUrl":"10.1584/jpestics.D24-015","url":null,"abstract":"<p><p>We investigated whether various modified cyclodextrins (CDs) and emulsifiers could be applied as dispersing agents in ready biodegradability tests of poorly water-soluble substances. Trimethylated α-, β-, and γ-CDs and partially methylated β-CD were not biodegraded in the test period but accelerated the biodegradation of octabenzone and anthraquinone. The process by which trimethylated α-, β-, and γ-CDs enhance the biodegradation of test substances has been partially uncovered. These CDs create inclusion complexes with the substances, which then coalesce into larger aggregates. These aggregates disperse throughout the testing medium and attach to clusters of activated sludge, known as flocs. This close contact with the sludge speeds up the breakdown of the hydrophobic substances being tested.</p>","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"49 4","pages":"210-223"},"PeriodicalIF":1.5,"publicationDate":"2024-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11770189/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143059268","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}
Pub Date : 2024-11-20DOI: 10.1584/jpestics.D24-040
Enrico M Cabutaje, Kota Seki, Motoichiro Kodama, Tsutomu Arie, Kotomi Ueno, Thomas Edison E Dela Cruz, Atsushi Ishihara
A search for antifungal compounds from the mushroom Coprinus comatus using a bioassay-guided chromatographic fractionation approach led to the discovery of a novel polyketide harboring a rare 3,3a,9,9a-tetrahydro-1H-furo[3,4-b]chromen-1-one skeleton. The novel compound was named coprinolide. The inhibitory activity and fungicidal potential of coprinolide were evaluated against five economically important plant-pathogenic fungi. Coprinolide showed inhibitory effects on conidial germination and germ tube elongation of all tested fungi. The strongest effect was observed for Colletotrichum orbiculare with half-maximal inhibitory concentrations of 7.1 ppm and 8.2 ppm for conidial germination and germ tube elongation, respectively. Furthermore, coprinolide exhibited fungicidal activity against the tested fungi by inhibiting conidial germination to conidial death as confirmed by fluorescence microscopy using fluorescein diacetate and propidium iodide. These findings showed the potential of the mushroom as a source of a novel bioactive compound with promising agricultural application as an antifungal agent against different plant-pathogenic fungi.
{"title":"Coprinolide, a novel antifungal tricyclic polyketide with a rare furanone-fused chromene skeleton isolated from the mushroom <i>Coprinus comatus</i>.","authors":"Enrico M Cabutaje, Kota Seki, Motoichiro Kodama, Tsutomu Arie, Kotomi Ueno, Thomas Edison E Dela Cruz, Atsushi Ishihara","doi":"10.1584/jpestics.D24-040","DOIUrl":"10.1584/jpestics.D24-040","url":null,"abstract":"<p><p>A search for antifungal compounds from the mushroom <i>Coprinus comatus</i> using a bioassay-guided chromatographic fractionation approach led to the discovery of a novel polyketide harboring a rare 3,3a,9,9a-tetrahydro-1<i>H</i>-furo[3,4-<i>b</i>]chromen-1-one skeleton. The novel compound was named coprinolide. The inhibitory activity and fungicidal potential of coprinolide were evaluated against five economically important plant-pathogenic fungi. Coprinolide showed inhibitory effects on conidial germination and germ tube elongation of all tested fungi. The strongest effect was observed for <i>Colletotrichum orbiculare</i> with half-maximal inhibitory concentrations of 7.1 ppm and 8.2 ppm for conidial germination and germ tube elongation, respectively. Furthermore, coprinolide exhibited fungicidal activity against the tested fungi by inhibiting conidial germination to conidial death as confirmed by fluorescence microscopy using fluorescein diacetate and propidium iodide. These findings showed the potential of the mushroom as a source of a novel bioactive compound with promising agricultural application as an antifungal agent against different plant-pathogenic fungi.</p>","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"49 4","pages":"243-254"},"PeriodicalIF":1.5,"publicationDate":"2024-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11770137/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143059271","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}
When a test substance is poorly water-soluble, it can be adsorbed onto silica gel to facilitate dispersibility in a ready biodegradability test. To uniformly adsorb the test substance onto silica gel, the substance is dissolved in a solvent and then mixed with the silica gel. It is desirable for the solvent to completely evaporate afterward. In this study, we identified n-hexane as a suitable solvent for this purpose. Furthermore, through fluorescence observation, we revealed that the test substance adsorbed onto the silica gel adhered to activated sludge flocs. This is thought to improve contact between the test substance and microorganisms, thereby accelerating biodegradation.
{"title":"A suitable solvent for adsorption of poorly water-soluble substances onto silica gel in a ready biodegradability test.","authors":"Yoshinari Takano, Saki Takekoshi, Kotaro Takano, Yoshihide Matoba, Makiko Mukumoto, Keisei Sowa, Yuki Kitazumi, Osamu Shirai","doi":"10.1584/jpestics.D24-016","DOIUrl":"10.1584/jpestics.D24-016","url":null,"abstract":"<p><p>When a test substance is poorly water-soluble, it can be adsorbed onto silica gel to facilitate dispersibility in a ready biodegradability test. To uniformly adsorb the test substance onto silica gel, the substance is dissolved in a solvent and then mixed with the silica gel. It is desirable for the solvent to completely evaporate afterward. In this study, we identified <i>n</i>-hexane as a suitable solvent for this purpose. Furthermore, through fluorescence observation, we revealed that the test substance adsorbed onto the silica gel adhered to activated sludge flocs. This is thought to improve contact between the test substance and microorganisms, thereby accelerating biodegradation.</p>","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"49 4","pages":"271-276"},"PeriodicalIF":1.5,"publicationDate":"2024-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11770178/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143059205","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}
Agonists of insect hormones, namely molting hormone (MH) and juvenile hormone (JH), disrupt the normal growth of insects and can be employed as insecticides that are harmless to vertebrates. In this study, a series of experiments and computational analyses were conducted to rationally design novel insect hormone agonists. Syntheses and quantitative structure-activity relationship (QSAR) analyses of two MH agonist chemotypes, imidazothiadiazoles and tetrahydroquinolines, revealed that the structural factors important for the ligand-receptor interactions are significantly different between these chemotypes. On the other hand, a virtual screening cascade combining ligand- and structure-based methods identified a piperazine derivative as a novel JH agonist. The results obtained in this study will be useful for the future development of novel insect growth regulators.
{"title":"Design, synthesis, and biological evaluation of insect hormone agonists.","authors":"Taiyo Yokoi","doi":"10.1584/jpestics.J24-02","DOIUrl":"10.1584/jpestics.J24-02","url":null,"abstract":"<p><p>Agonists of insect hormones, namely molting hormone (MH) and juvenile hormone (JH), disrupt the normal growth of insects and can be employed as insecticides that are harmless to vertebrates. In this study, a series of experiments and computational analyses were conducted to rationally design novel insect hormone agonists. Syntheses and quantitative structure-activity relationship (QSAR) analyses of two MH agonist chemotypes, imidazothiadiazoles and tetrahydroquinolines, revealed that the structural factors important for the ligand-receptor interactions are significantly different between these chemotypes. On the other hand, a virtual screening cascade combining ligand- and structure-based methods identified a piperazine derivative as a novel JH agonist. The results obtained in this study will be useful for the future development of novel insect growth regulators.</p>","PeriodicalId":16712,"journal":{"name":"Journal of Pesticide Science","volume":"49 4","pages":"303-310"},"PeriodicalIF":1.5,"publicationDate":"2024-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11770153/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143059276","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}
Pyriofenone demonstrates outstanding efficacy in controlling powdery mildew. We investigated the impact of pyriofenone on the infection processes and cytological features of Blumeria graminis f. sp. tritici on wheat leaves. The preventive application of pyriofenone before inoculation did not inhibit conidial germination but effectively suppressed both appressorial and haustorial formation. Notably, haustorial formation was effectively inhibited, resulting in the complete suppression of successive lesion development and sporulation. Curative application of pyriofenone after inoculation also inhibited lesion expansion and sporulation. Furthermore, it had considerable impact on the morphogenesis of powdery mildew fungus. We observed multi-formed secondary appressoria, shrunken or bifurcated hyphae, abnormal conidiophores, and clubbed conidia-like structures. Subsequently, we employed a histochemical approach to analyze the localization of essential components for the polar growth of fungal hyphae. Pyriofenone induced mislocalization of the actin cytoskeleton, β-glucan and cytoplasmic vesicles, although it did not affect tubulin orientation.