Insecticidal Activity of Essential Oil of Carum Carvi Fruits from China and Its Main Components against Two Grain Storage Insects

Abstract

During our screening program for agrochemicals from Chinese medicinal herbs and wild plants, the essential oil of Carum carvi fruits was found to possess strong contact toxicity against Sitophilus zeamais and Tribolium castaneum adults, with LD50 values of 3.07 and 3.29 μg/adult, respectively, and also showed strong fumigant toxicity against the two grain storage insects with LC50 values of 3.37 and 2.53 mg/L, respectively. The essential oil obtained by hydrodistillation was investigated by GC and GC-MS. The main components of the essential oil were identified to be (R)-carvone (37.98%) and D-limonene (26.55%) followed by α-pinene (5.21), cis-carveol (5.01%) and β-myrcene (4.67%). (R)-Carvone and D-limonene were separated and purified by silica gel column chromatography and preparative thin layer chromatography, and further identified by means of physicochemical and spectrometric analysis. (R)-Carvone and D-limonene showed strong contact toxicity against S. zeamais (LD50 = 2.79 and 29.86 μg/adult) and T. castaneum (LD50 = 2.64 and 20.14 μg/adult). (R)-Carvone and D-limonene also possessed strong fumigant toxicity against S. zeamais (LC50= 2.76 and 48.18 mg/L) and T. castaneum adults (LC50= 1.96 and 19.10 mg/L).

In search of bIopestIcIdes: The effect of caraway Carum carvi essentIal oIl and Its major constItuents on peach potato aphId Myzus persicae probIng behavIor

“…The application of carvone or limonene causes an increase in activity of the detoxifying enzyme GST in the liver of mice (Zheng et al 1992). Insecticidal activity of caraway essential oil, carvone, and limonene against sitophilus oryzae, s. zeamais, and tribolium castaneum has also been reported (Abdelgaleil et al 2009;Fang et al 2010). Carvone is also an effective repellent to t. castaneum (Caballero-Gallardo et al 2011).…”

Chemical and biological study of Mentha suaveolens Ehrh. cultivated in Egypt

“…The presence of a signal at δ 5.81 ppm (1H, m, H-2) indicates the presence of a double bond, which is most probably at C-1, that was confirmed from the downfield shift of Me-7 (δ 2.02 ppm). The 13 C-NMR spectrum of the compound confirmed the presence of a double bond by the two olefinic carbons at δ 114.0 and 139.2 ppm assigned to C-2 and C-1, respectively (Fang et al, 2010). From the aforementioned data, compound 5 was identified as dihydrolimonene.…”

“…Moreover, the peak at m/z 67 (loss of proton from fragment at m/z 68) and the peak at m/z 95 represents the loss of isopropyl group (M-43) + . The characteristic peaks at m/z 80 represents (95-CH 3 ) + , the peak at m/z 55 represents a retro-Diels-Alder fragmentation of fragment at m/z 80 and the peak at m/z 54 represents the loss of proton from fragment at m/z 55 (Crews et al, 1998;Fang et al, 2010;Silverstein and Webster, 1996). 13 C-NMR spectrum of compound 5 showed 10 carbons indicating that it is a monoterpene.…”

Composition, Repellent, and Insecticidal Activities of Two South American Plants against the Stored Grain Pests Tribolium castaneum and Tribolium confusum (Coleoptera: Tenebrionidae)

“…A. polystachya showed the highest toxicity (Table 5). Carvone, the main compound of A. polystachya, has been found to be toxic against diverse insects, for example, Fang et al [25] found strong contact toxicity of carvone and limonene, against Sitophilus zeamais and T. castaneum. Moreover, carvone caused the highest mortality against larvae of T. castaneum among the several monoterpenes evaluated (LC 50 = 19.8 g/cm 2 ) [26].…”