Screening Study of Lead Compounds for Natural Product-Based Fungicides: Antifungal Activity and Biotransformation of 6,7g src="ht
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Eleven G SRC="/images/gifchars/beta2.gif" BORDER=0 ALIGN="middle">-himachalene derivatives were tested, using the poisoning food technique, for their potentialantifungal activity against the phytopathogen Botrytis cinerea. Compounds 1-11 displayed moderateactivity, whereas the 6,7-diol derivative (12) produced an inhibition of 91% after 6 days. The microbialtransformation of 12 was investigated and yielded four new compounds hydroxylated at positionsC-5 (13), C-2 (14), C-4 (15), and C-12 (16). The structures were established on the basis of theirspectroscopic data including two-dimensional NMR analysis (HMQC, HMBC, nOesy) and nOes. Theresults obtained from biotransformation experiments shed further light on the detoxification mechanismof the phytopathogenic fungus against this compound and give an indication of the structuralmodifications that may be necessary if substrates of this type are to be further developed as selectivefungal control agents for B. cinerea.Keywords: Himachalene derivatives; antifungal activity; biotransformation; Botrytis cinerea

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