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The insecticidal activity of materials derived from the fruits of Piper nigrum against third instar larvae of Culex pipiens pallens, Aedes aegypti, and A. togoi was examined and compared with that of commercially available piperine, a known insecticidal compound from Piper species. The biologically active constituents of P. nigrum fruits were characterized as the isobutylamide alkaloids pellitorine, guineensine, pipercide, and retrofractamide A by spectroscopic analysis. Retrofractamide A was isolated from P. nigrum fruits as a new insecticidal principle. On the basis of 48-h LC(50) values, the compound most toxic to C. pipiens pallens larvae was pipercide (0.004 ppm) followed by retrofractamide A (0.028 ppm), guineensine (0.17 ppm), and pellitorine (0.86 ppm). Piperine (3.21 ppm) was least toxic. Against A. aegypti larvae, larvicidal activity was more pronounced in retrofractamide A (0.039 ppm) than in pipercide (0.1 ppm), guineensine (0.89 ppm), and pellitorine (0.92 ppm). Piperine (5.1 ppm) was relatively ineffective. Against A. togoi larvae, retrofractamide A (0.01 ppm) was much more effective, compared with pipercide (0.26 ppm), pellitorine (0.71 ppm), and guineensine (0.75 ppm). Again, very low activity was observed with piperine (4.6 ppm). Structure-activity relationships indicate that the N-isobutylamine moiety might play a crucial role in the larvicidal activity, but the methylenedioxyphenyl moiety does not appear essential for toxicity. Naturally occurring Piper fruit-derived compounds merit further study as potential mosquito larval control agents or as lead compounds.

Commercial plant essential oils obtained from 11 Myrtaceae plant species were tested for their antifungal activity against Phytophthora cactorum, Cryponectria parasitica and Fusarium circinatum. Good antifungal activity against Phytophthora cactorum was achieved with the essential oil derived from Leptospermum petersonii at 28 × 10 −3 mg/ml air concentration. Inhibition rates of Eucalyptus citriodora and Melaleuca quinquenervia were 35.4% and 33.6% at 28 × 10 −3 mg/ml air concentration, respectively. In a test with C. parasitica, inhibition rates of E. citriodora and L. petersonii were 29.4% and 38.5%, respectively. Only L. petersonii essential oil showed antifungal activity against F. circinatum. Analysis by gas chromatography-mass spectrometry led to identification of 16, 15 and 12 compounds, respectively, in the oils of L. petersonii, M. quinquenervia and E. citriodora. The antifungal activity of the identified compounds was tested individually using standard or synthesized compounds. The inhibition rates of citronellol, neral, geraniol and geranial were 100% against P. cactorum at 28 × 10 −3 mg/ml air concentration. In a test with C. parasitica, the inhibition rates of neral and geranial were 61.7% and 68.9% at 28 × 10 −3 mg/ml air concentration.

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Plant essential oils from 26 plant species were tested for their insecticidal activities against the Japanese termite, Reticulitermes speratus Kolbe, using a fumigation bioassay. Responses varied with source, exposure time, and concentration. Among the essential oils tested, strong insecticidal activity was observed with the essential oils of ajowan ( Trachyspermum ammi ), allspice ( Pimenta dioica ), caraway ( Carum carvi ), dill ( Anethum graveolens ), geranium ( Pelargonium graveolens ), and litsea ( Litsea cubeba ). The composition of six essential oils was identified by using gas chromatography-mass spectrometry. The compounds thus identified were tested individually for their insecticidal activities against Japanese termites. Responses varied in a dose-dependent manner for each compound. Phenol compounds exhibited the strongest insecticidal activity among the test compounds; furthermore, alcohol and aldehyde groups were more toxic than hydrocarbons. The essential oils and compounds described herein merit further study as potential fumigants for termite control.