Daniel Camilo Ripoll-Aristizábal , Oscar Javier Patiño-Ladino , Juliet Angélica Prieto-Rodríguez
{"title":"胡椒精油和苯丙素:对玉米象和木薯的生物活性和酶抑制作用","authors":"Daniel Camilo Ripoll-Aristizábal , Oscar Javier Patiño-Ladino , Juliet Angélica Prieto-Rodríguez","doi":"10.1016/j.jspr.2025.102714","DOIUrl":null,"url":null,"abstract":"<div><div>This study aimed to evaluate the insecticidal potential of essential oils (EOs) from four <em>Piper</em> species and selected phenylpropanoids against <em>Triboliu</em></div><div><em>m castaneum</em> and <em>Sitophilus zeamais</em>, focusing on fumigant, topical toxicity, repellent effects, and enzyme inhibition related to detoxification and motor function. EOs from <em>Piper aduncum</em>, <em>P. asperiusculum</em>, <em>P. auritum</em>, and <em>P. holtonii</em> were obtained by steam distillation and analyzed by GC-MS. Apiol, dillapiole, and myristicin were isolated from the EOs using flash chromatography, while safrole was acquired commercially. Fumigant activity was tested using the vial-in-vial method, topical toxicity via direct application, and repellency through the area preference method. Enzymatic assays for acetylcholinesterase (AChE), catalase (CAT), and glutathione S-transferase (GST) were performed spectrophotometrically. Major constituents included dillapiole and apiol in <em>P. aduncum</em>, myristicin and dillapiole in <em>P. asperiusculum</em>, safrole in <em>P. auritum</em>, and apiol and dillapiole in <em>P. holtonii</em>. <em>P. auritum</em> EO showed potent fumigant and topical toxicity against <em>T. castaneum</em> (LC<sub>50</sub>: 4.7–7.2 μL/L air; LD<sub>50</sub>: 84.4–120.0 μg/insect), while <em>P. asperiusculum</em> EO was effective topically against <em>S. zeamais</em> (LD<sub>50</sub>: 108.2–123.2 μg/insect). <em>P. holtonii</em> EO was highly repellent (90 % and 80 % repellency at 0.1 μL/cm<sup>2</sup>). Safrole exhibited the highest toxicity among constituents (LD<sub>50</sub>: 34.4 and 12.6 μg/insect for <em>S. zeamais</em> and <em>T. castaneum</em>, respectively). Structure–activity analysis indicated decreased toxicity with more methoxy groups. Enzyme inhibition ranged from low to moderate (0–50 %), suggesting secondary involvement in insecticidal action. These results support the potential of <em>Piper</em> EOs and phenylpropanoids as eco-friendly pest control agents.</div></div>","PeriodicalId":17019,"journal":{"name":"Journal of Stored Products Research","volume":"114 ","pages":"Article 102714"},"PeriodicalIF":2.7000,"publicationDate":"2025-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Essential oils and phenylpropanoids from Piper: Bioactivity and enzyme inhibition in Sitophilus zeamais and Tribolium castaneum\",\"authors\":\"Daniel Camilo Ripoll-Aristizábal , Oscar Javier Patiño-Ladino , Juliet Angélica Prieto-Rodríguez\",\"doi\":\"10.1016/j.jspr.2025.102714\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>This study aimed to evaluate the insecticidal potential of essential oils (EOs) from four <em>Piper</em> species and selected phenylpropanoids against <em>Triboliu</em></div><div><em>m castaneum</em> and <em>Sitophilus zeamais</em>, focusing on fumigant, topical toxicity, repellent effects, and enzyme inhibition related to detoxification and motor function. EOs from <em>Piper aduncum</em>, <em>P. asperiusculum</em>, <em>P. auritum</em>, and <em>P. holtonii</em> were obtained by steam distillation and analyzed by GC-MS. Apiol, dillapiole, and myristicin were isolated from the EOs using flash chromatography, while safrole was acquired commercially. Fumigant activity was tested using the vial-in-vial method, topical toxicity via direct application, and repellency through the area preference method. Enzymatic assays for acetylcholinesterase (AChE), catalase (CAT), and glutathione S-transferase (GST) were performed spectrophotometrically. Major constituents included dillapiole and apiol in <em>P. aduncum</em>, myristicin and dillapiole in <em>P. asperiusculum</em>, safrole in <em>P. auritum</em>, and apiol and dillapiole in <em>P. holtonii</em>. <em>P. auritum</em> EO showed potent fumigant and topical toxicity against <em>T. castaneum</em> (LC<sub>50</sub>: 4.7–7.2 μL/L air; LD<sub>50</sub>: 84.4–120.0 μg/insect), while <em>P. asperiusculum</em> EO was effective topically against <em>S. zeamais</em> (LD<sub>50</sub>: 108.2–123.2 μg/insect). <em>P. holtonii</em> EO was highly repellent (90 % and 80 % repellency at 0.1 μL/cm<sup>2</sup>). Safrole exhibited the highest toxicity among constituents (LD<sub>50</sub>: 34.4 and 12.6 μg/insect for <em>S. zeamais</em> and <em>T. castaneum</em>, respectively). Structure–activity analysis indicated decreased toxicity with more methoxy groups. Enzyme inhibition ranged from low to moderate (0–50 %), suggesting secondary involvement in insecticidal action. These results support the potential of <em>Piper</em> EOs and phenylpropanoids as eco-friendly pest control agents.</div></div>\",\"PeriodicalId\":17019,\"journal\":{\"name\":\"Journal of Stored Products Research\",\"volume\":\"114 \",\"pages\":\"Article 102714\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-06-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Stored Products Research\",\"FirstCategoryId\":\"97\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0022474X25001730\",\"RegionNum\":2,\"RegionCategory\":\"农林科学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"ENTOMOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Stored Products Research","FirstCategoryId":"97","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022474X25001730","RegionNum":2,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"ENTOMOLOGY","Score":null,"Total":0}
Essential oils and phenylpropanoids from Piper: Bioactivity and enzyme inhibition in Sitophilus zeamais and Tribolium castaneum
This study aimed to evaluate the insecticidal potential of essential oils (EOs) from four Piper species and selected phenylpropanoids against Triboliu
m castaneum and Sitophilus zeamais, focusing on fumigant, topical toxicity, repellent effects, and enzyme inhibition related to detoxification and motor function. EOs from Piper aduncum, P. asperiusculum, P. auritum, and P. holtonii were obtained by steam distillation and analyzed by GC-MS. Apiol, dillapiole, and myristicin were isolated from the EOs using flash chromatography, while safrole was acquired commercially. Fumigant activity was tested using the vial-in-vial method, topical toxicity via direct application, and repellency through the area preference method. Enzymatic assays for acetylcholinesterase (AChE), catalase (CAT), and glutathione S-transferase (GST) were performed spectrophotometrically. Major constituents included dillapiole and apiol in P. aduncum, myristicin and dillapiole in P. asperiusculum, safrole in P. auritum, and apiol and dillapiole in P. holtonii. P. auritum EO showed potent fumigant and topical toxicity against T. castaneum (LC50: 4.7–7.2 μL/L air; LD50: 84.4–120.0 μg/insect), while P. asperiusculum EO was effective topically against S. zeamais (LD50: 108.2–123.2 μg/insect). P. holtonii EO was highly repellent (90 % and 80 % repellency at 0.1 μL/cm2). Safrole exhibited the highest toxicity among constituents (LD50: 34.4 and 12.6 μg/insect for S. zeamais and T. castaneum, respectively). Structure–activity analysis indicated decreased toxicity with more methoxy groups. Enzyme inhibition ranged from low to moderate (0–50 %), suggesting secondary involvement in insecticidal action. These results support the potential of Piper EOs and phenylpropanoids as eco-friendly pest control agents.
期刊介绍:
The Journal of Stored Products Research provides an international medium for the publication of both reviews and original results from laboratory and field studies on the preservation and safety of stored products, notably food stocks, covering storage-related problems from the producer through the supply chain to the consumer. Stored products are characterised by having relatively low moisture content and include raw and semi-processed foods, animal feedstuffs, and a range of other durable items, including materials such as clothing or museum artefacts.