Insecticidal activity of menthol derivatives against mosquitoes
Insecticidal activity of menthol derivatives against mosquitoes
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DOI：
10.1002/ps.1516
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发表时间：
2008-03-01
影响因子：
4.1
通讯作者：
Hemalal, K. D. Patrick
中科院分区：
文献类型：
--
作者：
Samarasekera, Radhika;Weerasinghe, Indira S.;Hemalal, K. D. Patrick
背景：胡椒薄荷挥发油的杀虫活性。修订。头盔已认识到这种油对作为疾病媒介的当地蚊子的抑制作用，并发现这是由于存在薄荷醇，薄荷醇是油的主要芳香化合物。该油的次要化合物，即薄荷酮、β-香芹烯、乙酸薄荷酯、柠檬烯、α-蒎烯和胡薄荷酮，对所测试的蚊子表现出较小的活性或没有活性。合成了L-薄荷脑衍生物，并测定了其对致倦库蚊、埃及伊蚊的击倒效果和致死率。和方格按蚊（Anopheles tessellatus Theobald）作为疾病媒介。这是首次报道薄荷醇及其衍生物对Cx的杀蚊活性。quinquefasciatus，Ae. aegypti和An. tessellatus.RESULTS:衍生物合成以及结构-活性关系研究确定了几种衍生物，即氯乙酸薄荷酯、二氯乙酸薄荷酯、肉桂酸薄荷酯、薄荷酮甘油缩醛、百里酚、萜品醇和木兰醇，对Cx具有增强的杀蚊活性。quinquefiasciatus，Ae. aegypti和An.结论：L-薄荷醇酯类衍生物的最佳活性取决于酯基的大小和形状以及酯基中氯原子的存在。在结构上相关的衍生物的L-薄荷醇的最佳活性取决于芳香性，不饱和度，羟基的位置和官能团的类型。(c)2007化学工业协会。
BACKGROUND: The insecticidal activity of essential oil of Mentha piperita L. emend. Huds. against local mosquitoes as disease vectors was recognized and found to be due to the presence of menthol, which is the major aroma compound of the oil. The minor compounds of the oil, i.e. menthone, beta-caryophyllene, menthyl acetate, limonene, a-pinene and pulegone, showed either less or no activity against the mosquitoes tested. L-Menthol derivatives were synthesized and their knockdown effect and mortality were evaluated against local mosquitoes of Culex quinquefasciatus Say, Aedes aegypti L. and Anopheles tessellatus Theobald as disease vectors. This is the first report of mosquitocidal activity of menthol and its derivatives against Cx. quinquefasciatus, Ae. aegypti and An. tessellatus.RESULTS: Derivative synthesis followed by structure -activity relationship studies identified several derivatives, i.e. menthyl chloroacetate, menthyl dichloroacetate, menthyl cinnamate, menthone glyceryl acetal, thymol, clterpineol and mugetanol, with enhanced mosquitocidal activity against Cx. quinquefiasciatus, Ae. aegypti and An. tessellatus relative to the parent compound L-menthone.CONCLUSION: In ester derivatives of L-menthol the optimum activity is dependent on the size and shape of the ester group and the presence of chlorine atoms in the ester group. In structurally related derivatives of L-menthol the optimum activity is dependent on the aromaticity, the degree of unsaturation, the position of the hydroxy group and the type of functional group. (c) 2007 Society of Chemical Industry.