Pennigritrem, a naturally-occurring penitrem A analogue with novel cyclisation in the diterpenoid moiety

Abstract
A prominent novel analogue of penitrem A has been resolved from the tremorgenic alkaloids of a strain of Penicillium nigricans and the structure, elucidated by NMR spectroscopy, shown to involve the terminal diterpenoid isoprene in a cyclisation which is unique amongst fungal indolediterpenoids. Consequent conformational changes in the biologically active moiety significantly reduced tremorgenicity.

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