The structures of four new, naturally occurring bioactive spiroditerpenoids, (+)-breviones B, C, D, and E, potential allelopathic agents, have been determined from extracts of semisolid fermented Penicillium brevicompactum Dierckx. The structures display the novel breviane spiroditerpenoid skeleton. Structure elucidation was performed by chemical transformations and by homo- and heteronuclear 2D-NMR spectral data. On the basis of combined studies of the theoretical conformations and NOEDIFF data, their relative stereochemistry is proposed. A mixed biogenesis for this novel family of spiroditerpenoids is tendered. The levels of activity shown by breviones B, C, and E in the etiolated wheat coleoptiles bioassay, especially breviones E (100% inhibition) and C (80% inhibition) both at 10(-4) M, suggest them as lead compounds for new agrochemicals.
Four soil temperature and moisture treatment regimens were imposed on Florunner peanuts 94 days after planting in experimental plots in 1980. At harvest (145 days after planting), the incidence of the Aspergillus flavus group and the aflatoxin concentration were greatest in damaged kernels. Extensive colonization of sound mature kernels (SMK) by the A. flavus group occurred with the drought stress treatment (56% kernels colonized); colonization was less in the irrigated plot (7%) and the drought stress plot with cooled soil (11%) and was intermediate in the irrigated plot with heated soil (26%). Aflatoxin was virtually absent from SMK with the last three treatments, but it was found at an average concentration of 244 ppb (ng/g) in drought-stressed SMK. Colonization of SMK by the A. flavus group and aflatoxin production were greater with hot dry conditions. Neither elevated temperature alone nor drought stress alone caused aflatoxin contamination in SMK. When the ratio of SMK colonized by A. flavus compared with A. niger was > 19:1, there was aflatoxin contamination, but there was none if this ratio was < 9:1. Irrigation caused a higher incidence of A. niger than drought did. This may have prevented the aflatoxin contamination of undamaged peanuts.
Apparently undamaged peanuts grown under environmental stress in the form of drought and heat become contaminated with Aspergillus flavus and aflatoxin in the soil prior to harvest. The upper mean temperature limit for aflatoxin contamination in undamaged peanut kernels grown under drought stress the latter 4-6 weeks of the growing season was between 29.6-31.3 degrees C. The lower limit was between 25.7-26.3 degrees C. That is, peanuts grown under drought stress with a mean geocarposphere temperature of 29.6 degrees C were highly contaminated while those at 31.3 degrees C were not contaminated. Likewise, those grown under drought stress with a mean geocarposphere temperature of 25.7 degrees C were not contaminated while those subjected to a mean geocarposphere temperature of 26.0 degrees C resulted in some categories becoming contaminated. Increasing the mean temperature up to 29.6 degrees C caused increasing amounts of contamination.
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