Bioactive aromatic compounds from leaves and stems of Vanilla fragrans.

Alcoholic extracts of leaves and stems of Vanilla fragrans were fractionated with ethyl acetate and aqueous butanol. All three fractions of ethyl acetate, butanol, and water were screened for toxic bioactivity against mosquito larvae. The results of these experiments showed that the fractions from the ethyl acetate and butanol phases were both active in the bioassay. Bioactivity of the ethyl acetate fraction was found to be much greater than that from the butanol fraction in mosquito larvae toxicity. The water phase appeared to contain no substances that impaired mosquito larval growth. Repeated column chromatography of the ethyl acetate fraction on silica gel led to the isolation of 4-ethoxymethylphenol (1), 4-butoxymethylphenol (2), vanillin (3), 4-hydroxy-2-methoxycinnamaldehyde (4), and 3,4-dihydroxyphenylacetic acid (5). Compounds 4 and 5 were isolated from Vanilla species for the first time and 2 has not been reported to have been found in a natural form. 4-Ethoxymethylphenol (1) was the predominant compound, but 4-butoxymethylphenol (2) showed the strongest toxicity to mosquito larvae. The structures of the compounds were determined on the basis of their mass spectra and (1)H or (13)C NMR data.

Cytotoxic coumarins and lignans from extracts of the northern prickly ash (Zanthoxylum americanum).

Four pyranocoumarins; dipetaline, alloxanthoxyletin, xanthoxyletin and xanthyletin; and two lignans; sesamin and asarinin were isolated from the northern prickly ash, Zanthoxylum americanum. To varying degrees, all inhibited the incorporation of tritiated thymidine into human leukaemia (HL-60) cells. Dipetaline was the most active with an IC(50) of 0.68 ppm, followed by alloxanthoxyletin (1.31 ppm), sesamin (2.71 ppm), asarinin (4.12 ppm), xanthoxyletin (3.48 ppm) and xanthylletin (3.84 ppm).

Temperature and Photoperiod Influence Trichome Density and Sesquiterpene Content of Lycopersicon hirsutum f. hirsutum.

Resistance to Colorado potato beetle in a clone of Lycopersicon hirsutum f. hirsutum L. is attributed to the presence of the sesquiterpene zingiberene in the type VI leaf trichomes; however, both day/night temperature regimen and photoperiod affect zingiberene content and trichome density. In short days (SD), zingiberene content per trichome is more than 3-fold greater than in long days. In SD, trichome density per unit leaf surface is 2-fold greater at 25/20 degrees C (day/night) than at either 30/25 degrees C or 20/15 degrees C, thus indirectly influencing zingiberene content per cm(2). In long days, temperature regimen had little effect on either trichome density or zingiberene content, although trichome density was greater than or equal to that in SD.