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单萜类化合物对黄斑星天牛和赫氏星天牛的杀虫活性:初步构效关系研究

Insecticidal Activity of Monoterpenoids Against Motschulsky and Herbst: Preliminary Structure-Activity Relationship Study.

作者信息

Sierra-Quitian Andrés G, Prieto-Rodríguez Juliet A, Patiño-Ladino Oscar J

机构信息

Departamento de Química, Facultad de Ciencias, Universidad Nacional de Colombia (UNAL), Sede Bogotá, Bogotá 111321, Colombia.

Departamento de Química, Facultad de Ciencias, Pontifica Universidad Javeriana (PUJ), Bogotá 110231, Colombia.

出版信息

Int J Mol Sci. 2025 Apr 5;26(7):3407. doi: 10.3390/ijms26073407.

Abstract

To contribute to the search for effective substances in pest control, this study describes the fumigant and contact toxicity against and of four essential oils (EOs) and some of their major chemical constituents. The EOs from , , and were obtained by steam distillation and chemically characterized using GC-MS. In the development of research, some monoterpenoids were isolated from the EOs, others were purchased commercially, and some were synthesized from the most active monoterpenoids present in EOs. The main components in the EOs were dill ether (28.56%), α-phellandrene (25.78%) and carvone (23.67%) for , piperitone oxide (30.40%) and pulegone (25.91%) in , pulegone (37.40%) and p-menth-3-en-8-ol (11.83%) for , and dihydrotagetone (32.13%), myrcene epoxide (19.64%) and β-myrcene (5.30%) for . The results highlight the fumigant action (LC) and contact toxicity (LD) of EO from against (LC of 4.8 µL/L air and LD of 6.5 µg/insect) and (LC of 7.0 µL/L air and LD of 5.81 µg/insect). Among the chemical constituents evaluated, R-carvone piperitone oxide and R-pulegone stand out for their insecticidal potential against (LC between 3.0 and 42.4 µL/L, while LD between 14.9 and 24.6 µg/insect) and (LC between 2.2 and 4.8 µL/L, while LD between 4.8 and 13.1 µg/insect). Preliminary structure-activity analysis suggests that the presence of the carbonyl group with conjugated double bonds in cyclic monoterpenes is important for the insecticidal potential exhibited.

摘要

为推动在害虫防治中寻找有效物质的研究,本研究描述了四种精油(EOs)及其一些主要化学成分对[具体害虫1]和[具体害虫2]的熏蒸毒性和接触毒性。从[植物1]、[植物2]、[植物3]和[植物4]中提取的精油通过水蒸气蒸馏法获得,并使用气相色谱 - 质谱联用仪(GC - MS)进行化学表征。在研究过程中,一些单萜类化合物从精油中分离得到,其他的购自商业渠道,还有一些是由精油中最具活性的单萜类化合物合成的。[植物1]精油的主要成分是莳萝醚(28.56%)、α - 水芹烯(25.78%)和香芹酮(23.67%),[植物2]精油的主要成分是氧化胡椒酮(30.40%)和长叶薄荷酮(25.91%),[植物3]精油的主要成分是长叶薄荷酮(37.40%)和对 - 薄荷 - 3 - 烯 - 8 - 醇(11.83%),[植物4]精油的主要成分是二氢万寿菊酮(32.13%)、月桂烯环氧化物(19.64%)和β - 月桂烯(5.30%)。结果突出了[植物1]精油对[具体害虫1](空气中LC为4.8 μL/L,每只昆虫LD为6.5 μg)和[具体害虫2](空气中LC为7.0 μL/L,每只昆虫LD为5.81 μg)的熏蒸作用(LC)和接触毒性(LD)。在所评估的化学成分中,R - 香芹酮、氧化胡椒酮和R - 长叶薄荷酮因其对[具体害虫1](LC在3.0至42.4 μL/L之间,而LD在14.9至24.6 μg/昆虫之间)和[具体害虫2](LC在2.2至4.8 μL/L之间,而LD在4.8至13.1 μg/昆虫之间)的杀虫潜力而突出。初步的构效分析表明,环状单萜中具有共轭双键的羰基的存在对所表现出的杀虫潜力很重要。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01be/11989277/25027e3e1f89/ijms-26-03407-g001.jpg

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