Natural Products Utilization Research Unit, United States Department of Agriculture, Agricultural Research Service, University, Mississippi 38677, United States.
National Center for Natural Products Research, University of Mississippi, University, Mississippi 38677, United States.
J Agric Food Chem. 2022 Sep 14;70(36):11274-11280. doi: 10.1021/acs.jafc.2c03537. Epub 2022 Aug 30.
Infected mosquitos from the genus have become one of the world's most influential contributors to human morbidity and death. To explore new biopesticides with activity against , , a species related to the subspecies group of , was investigated. Six metabolites, aureothin, allo-aureothin, deoxyaureothin, 4',7-dihydroxy isoflavone, 2-methyl-5-(3-indolyl)oxazole, and 2-ethyl-5-(3-indolyl)oxazole were isolated, and chemical structures, were elucidated based on one- and two-dimensional NMR spectroscopy analyses and HRMS. The larvicidal activity of these compounds was evaluated. Only two isomeric compounds, aureothin and allo-aureothin, showed larvicidal activity against with LC values of 1.5 and 3.1 ppm for 24 h post-treatment, respectively, and 3.8 and 7.4 ppm for 48 h post-treatment, respectively. The crude extract of also demonstrated potent larvicidal activity with LC values of 1.46 and 1.2 ppm for 24 and 48 h post-treatment, respectively. Deoxyaureothin, a furan ring reduced form of aureothin, showed no activity against . The hybrid imported fire ants activity of aureothin was also evaluated, but it did not show any activity at the highest dose of 62.5 μg/g. Described here is the first report on a bioassay-directed investigation of the secondary metabolites of and biological evaluation of isolated compounds aureothin and its isomer and intermediates as potential microbial larvicides. and crude extracts thereof are a promising source of potential microbial biolarvicides.
受感染的按蚊已成为对人类发病率和死亡率影响最大的因素之一。为了探索具有抗药性的新型生物农药,我们研究了与亚种组相关的物种。分离得到了 6 种代谢产物:金霉素、allo-金霉素、脱氧金霉素、4',7-二羟基异黄酮、2-甲基-5-(3-吲哚基)恶唑和 2-乙基-5-(3-吲哚基)恶唑,并通过一维和二维 NMR 光谱分析和高分辨率质谱(HRMS)确定了它们的化学结构。评估了这些化合物的杀幼虫活性。只有两种异构体化合物金霉素和 allo-金霉素对具有杀幼虫活性,24 h 后 LC 值分别为 1.5 和 3.1 ppm,48 h 后 LC 值分别为 3.8 和 7.4 ppm。的粗提取物也表现出很强的杀幼虫活性,24 和 48 h 后 LC 值分别为 1.46 和 1.2 ppm。脱氧金霉素是金霉素的呋喃环还原形式,对没有活性。金霉素的杂交红火蚁活性也进行了评估,但在 62.5 μg/g 的最高剂量下没有表现出任何活性。本文首次报道了对 的次生代谢产物进行生物测定指导的研究,以及对分离得到的化合物金霉素及其异构体和中间体进行了生物评价,它们可能是潜在的微生物杀幼虫剂。和粗提取物是潜在微生物生物杀幼虫剂的有前途的来源。