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  • Title: Brocaenols A-C: novel polyketides from a marine derived Penicillium brocae.
    Author: Bugni TS, Bernan VS, Greenstein M, Janso JE, Maiese WM, Mayne CL, Ireland CM.
    Journal: J Org Chem; 2003 Mar 07; 68(5):2014-7. PubMed ID: 12608826.
    Abstract:
    Chemical investigation of a Penicillium brocae, obtained from a tissue sample of a Fijian Zyzyya sp. sponge, yielded two known diketopiperazines and three novel cytotoxic polyketides, brocaenols A-C. The brocaenols contain an unusual enolized oxepine lactone ring system that to the best of our knowledge is unprecedented in the literature. The structures were elucidated by using 2D-NMR methods including an INADEQUATE experiment. The absolute stereochemistry of brocaenol A was established by using a modified Mosher method. The taxonomy of the producing fungus was elucidated by using both morphological and rDNA sequence analysis.
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