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Three new caryophyllene-related sesquiterpenes, hebelophyllenes D (1), E (2), and F (3), were isolated from liquid cultures of the ectomycorrhizal fungus Hebeloma longicaudum. Their structures were determined by modern spectroscopic methods. Hebelophyllene D has a tricyclo[5.4.0.0(2,5)]undecane skeleton, while hebelophyllenes E and F are the first naturally occurring 6,7-seco-caryophyllenes.
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Wichlacz et al. (1999) studied this question.
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