Bioactivity of Dianthus caryophyllus, Lepidium sativum, Pimpinella anisum, and Illicium verum essential oils and their major components against the West Nile vector Culex pipiens.

Mosquitoes constitute a severe health problem in many areas all over the world. There are many regions of the tropics and subtropics where mosquitoes are one of the main reasons for inhibiting the economic upgrade. Except nuisance, their medical importance is another matter of attention since mosquitoes are vectors for a wide variety of vector-borne diseases. Due to disadvantages of currently used chemical control methods, it is unavoidable to search for eco-friendly new molecules. We report herein the evaluation of the larvicidal effect exhibited by essential oils of Dianthus caryophyllus, Lepidium sativum, Pimpinella anisum, and Illicium verum against late third to early fourth instar mosquito larvae of Culex pipiens. Furthermore, phytochemical analysis of plant samples revealed their major compounds to be ß-caryophyllene, eugenol, eucalyptol, α-terpinyl acetate, and (E)-anethole which were also tested for their potential larvicidal activity. For D. caryophyllus and L. sativum, this was the first report on the chemical composition of their essential oils. The essential oils of I. verum and P. anisum demonstrated high larvicidal activity with a LC(50) <18 mg L(-1). The other two essential oils of D. caryophyllus and L. sativum revealed moderate larvicidal activity, displaying a LC(50) value above 50 mg L(-1). Among the pure components, the most toxic were eugenol, (E)-anethole, and α-terpinyl acetate, with LC(50) values 18.28, 16.56, and 23.03 mg L(-1), respectively. Eucalyptol (1,8 cineole) and ß-caryophyllene were inactive at concentrations even as high as 100 mg L(-1), showing the least significant activity against mosquito larvae. Results allow some rationalization on the relative importance of the major compounds regarding the larvicidal activity of selected essential oils and their potential use as vector control agents.

Isolation and identification of insecticidal components from Citrus aurantium fruit peel extract.

Three active components were identified by bioassay-guided fractionation of bitter orange ( Citrus aurantium L.) fruit peel petroleum ether extract. Silica gel fractionation of the extract yielded a fraction that inflicted up to 96% mortality to adults of the olive fruit fly Bactrocera oleae (Gmelin) three days post-treatment. Subsequent HPLC purification of the active fraction resulted in the isolation of three components, eluted in fractions F 222, F 224, and F 226, that induced adult mortality. Considering the data obtained from UV, FTIR, MS, and (1)H NMR spectra, they were identified as 7-methoxy-8-(3'-methyl-2'-butenyl)-2 H-1-benzopyran-2-one (osthol), 4-methoxy-7 H-furo[3,2- g]benzopyran-7-one (bergapten), and 4-(( E)-3'-methyl-5'-(3'',3''-dimethyloxiran-2''-yl)pent-2'-enyloxy)-7 H-furo[3,2- g][1]benzopyran-7-one (6',7'-epoxybergamottin). Our results are in concordance with those reported in the literature and were further verified by direct comparison to authentic components. 6',7'-Epoxybergamottin was toxic when tested individually, while bergapten and osthol were found to act synergistically to 6',7'-epoxybergamottin.

Spiroacetal biosynthesis: (+/-)-1,7-dioxaspiro[5.5]undecane in Bactrocera cacuminata and Bactrocera oleae (Olive Fruit Fly).

[reaction: see text] A biosynthetic scheme rationalizing the formation of (+/-)-1,7-dioxaspiro[5.5]undecane (5) in the fruit fly species Bactrocera cacuminata and Bactrocera oleae (olive fruit fly) is presented. Incorporation studies with deuterium-labeled keto aldehyde (10), 1,5-nonanediol (11), and 1,5,9-nonanetriol (12), and our previous finding that both oxygen atoms of 5 originate from dioxygen, are strongly evidentiary. The racemic condition of the natural spiroacetal 5 is accounted for, and inter alia, it is demonstrated that dihydropyran (18) is not an important intermediate en route to 5.

Sex pheromone biosynthesis in the female olive fruit-fly. Double labelling from [18O2]-dioxygen into 1,7-dioxaspiro[5.5]undecane.

The demonstration that both oxygen atoms of 1,7-dioxaspiro[5.5]undecane (1), the sex-pheromone of the female olive fly, originate from dioxygen, strongly implicates monooxygenase mediated processes in assembly of (1), and reveals unexpected complexity in the formation of its nine-carbon precursor.

Chemical stimuli from corn plants affect host selection and oviposition behavior of Sesamia nonagrioides (Lepidoptera: Noctuidae).

The role of chemical stimuli in host selection and oviposition of Sesamia nonagrioides (Lef) was studied in the laboratory using eight corn hybrids. Female oviposition preference was evaluated on plants of the eight hybrids, their extracts in pentane and methanol, and volatiles collected by steam distillation in ether. Results from two-choice bioassays indicate various degrees of female preference to the hybrids. Four hybrids received more eggs than control plants, whereas the remainder received fewer eggs. Relatively similar results were obtained when filter paper sticks baited with pentane and steam distillation extracts were evaluated. Methanol extracts from all eight hybrids received fewer eggs than the methanol controls. Results showed that pentane and steam distillation extracts contain chemicals that elicit female oviposition response, while methanol extracts may contain chemicals that deter or repel females to oviposition.