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1.
J Agric Food Chem ; 72(10): 5133-5144, 2024 Mar 13.
Artículo en Inglés | MEDLINE | ID: mdl-38427577

RESUMEN

Botanical insecticides are considered an environmentally friendly approach to insect control because they are easily biodegraded and cause less environmental pollution compared to traditional chemical pesticides. In this study, we reported the insecticidal activities of the ingredients from Taiwania flousiana Gaussen (T. flousiana). Five compounds, namely helioxanthin (C1), taiwanin E (C2), taiwanin H (C3), 7,4'-dimethylamentoflavone (C4), and 7,7″-di-O-methylamentoflavone (C5), were isolated and tested against the second, third, and fourth instar larvae of Aedes aegypti. Our results indicated that all five compounds showed insecticidal activities, and helioxanthin, which is an aryltetralin lignan lactone, was the most effective with LC50 values of 0.60, 2.82, and 3.12 mg/L, respectively, 48 h after application, with its activity against the second instar larvae similar to that of pyrethrin and better than that of rotenone. Further studies found that helioxanthin accumulated in the gastric cecum and the midgut and caused swelling of mitochondria with shallow matrices and fewer or disappeared crista. Additionally, our molecular mechanisms studies indicated that the significantly differentially expressed genes (DEGs) were mainly associated with mitochondria and the cuticle, among which the voltage-dependent anion-selective channel (VDAC) gene was the most down-regulated by helioxanthin, and VDAC is the potential target of helioxanthin by binding to specific amino acid residues (His 122 and Glu 147) via hydrogen bonds. We conclude that aryltetralin lignan lactone is a potential class of novel insecticides by targeting VDAC.


Asunto(s)
Aedes , Insecticidas , Lignanos , Animales , Insecticidas/química , Simulación del Acoplamiento Molecular , Lignanos/farmacología , Extractos Vegetales/química , Larva
2.
Int J Mol Sci ; 22(24)2021 Dec 09.
Artículo en Inglés | MEDLINE | ID: mdl-34948062

RESUMEN

Plant-originated triterpenes are important insecticidal molecules. The research on insecticidal activity of molecules from Meliaceae plants has always received attention due to the molecules from this family showing a variety of insecticidal activities with diverse mechanisms of action. In this paper, we discuss 102 triterpenoid molecules with insecticidal activity of plants of eight genera (Aglaia, Aphanamixis, Azadirachta, Cabralea, Carapa, Cedrela, Chisocheton, and Chukrasia) in Meliaceae. In total, 19 insecticidal plant species are presented. Among these species, Azadirachta indica A. Juss is the most well-known insecticidal plant and azadirachtin is the active molecule most widely recognized and highly effective botanical insecticide. However, it is noteworthy that six species from Cedrela were reported to show insecticidal activity and deserve future study. In this paper, a total of 102 insecticidal molecules are summarized, including 96 nortriterpenes, 4 tetracyclic triterpenes, and 2 pentacyclic triterpenes. Results showed antifeedant activity, growth inhibition activity, poisonous activity, or other activities. Among them, 43 molecules from 15 plant species showed antifeedant activity against 16 insect species, 49 molecules from 14 plant species exhibited poisonous activity on 10 insect species, and 19 molecules from 11 plant species possessed growth regulatory activity on 12 insect species. Among these molecules, azadirachtins were found to be the most successful botanical insecticides. Still, other molecules possessed more than one type of obvious activity, including 7-deacetylgedunin, salannin, gedunin, azadirone, salannol, azadiradione, and methyl angolensate. Most of these molecules are only in the primary stage of study activity; their mechanism of action and structure-activity relationship warrant further study.


Asunto(s)
Insecticidas/química , Meliaceae/química , Triterpenos/química , Insecticidas/farmacología , Limoninas/química , Limoninas/farmacología , Estructura Molecular , Extractos Vegetales/química , Extractos Vegetales/farmacología , Triterpenos/farmacología
3.
Pestic Biochem Physiol ; 144: 19-26, 2018 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-29463404

RESUMEN

In this study, we evaluated cytotoxicity of chemicals isolated from Torricellia tiliifolia DC. on Spodoptera litura (SL-1) cell line. Among the isolated compounds, 4-hydroxy-3-methoxycinnamaldehyde, 3,5-dimethoxy-4-hydroxycinnamaldehyde, and syringaresinol inhibited SL-1 cell survival in both dose- and time-dependent manners. Meanwhile, the in vivo insecticidal activity test revealed that 4-hydroxy-3-methoxycinnamaldehyde and 3,5-dimethoxy-4-hydroxycinnamaldehyde showed obvious insecticidal activities. These two compounds exhibited toxicity to SL-1 cells by inducing cellular morphological changes including shape change, cell shrinkage, vacuolation, cell membrane blebbing and chromatin condensation and apoptosis. 4-hydroxy-3-methoxycinnamaldehyde and 3,5-dimethoxy-4-hydroxycinnamaldehyde showed the most effect on mitochondrial membrane depolarization at 24h and 72h respectively and induced the apoptosis at a late time point 72h. Our results suggest that 4-hydroxy-3-methoxycinnamaldehyde and 3,5-dimethoxy-4-hydroxycinnamaldehyde inhibit SL-1 survival by inducing apoptosis.


Asunto(s)
Acroleína/análogos & derivados , Apoptosis/efectos de los fármacos , Furanos/farmacología , Lignanos/farmacología , Magnoliopsida/química , Extractos Vegetales/farmacología , Spodoptera/efectos de los fármacos , Acroleína/química , Acroleína/farmacología , Animales , Línea Celular , Relación Dosis-Respuesta a Droga , Potencial de la Membrana Mitocondrial/efectos de los fármacos , Spodoptera/citología
4.
J Med Entomol ; 51(5): 989-92, 2014 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-25276928

RESUMEN

Insecticidal toxicity of extracts from leaves, stems, and bark of Torricellia tiliifolia de Candolle against adult Musca domestica L. and larval Aedes albopictus (Skuse) was evaluated in this study. Bark extract proved to be the most toxic to these two species with the chloroform fraction the most active with LC50 values of 306.15 microg/g and 23.05 microg/ml for the house fly and mosquito, respectively. At the same time, water fractions against M. domestica and petroleum ether against Ae. albopictus were comparatively less toxic. Two compounds from T. tiliifolia extracts, torrilliolide and torricelline, were highly toxic to both species. The LC50 values of torrilliolide and torricelline in adult M. domestica 48 h after topical application were 0.40 and 0.33 microg per adult, respectively, and equal to the commercially available, plant-derived insecticide, rotenone. These results showed that T. tiliifolia possess compounds with considerable bioactivity and worthy of further research.


Asunto(s)
Aedes/efectos de los fármacos , Moscas Domésticas/efectos de los fármacos , Insecticidas/farmacología , Magnoliopsida/química , Extractos Vegetales/farmacología , Animales , Insecticidas/química , Corteza de la Planta , Extractos Vegetales/química , Hojas de la Planta/química , Tallos de la Planta/química
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