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Peniginsengins B?E, New Farnesylcyclohexenones from the Deep Sea-Derived Fungus Penicillium sp. YPGA11.

ABSTRACT: Chemical examination of the EtOAc extract of the deep sea-derived fungus Penicillium sp. YPGA11 resulted in the isolation of four new farnesylcyclohexenones, peniginsengins B?E (1?4), and a known analog peniginsengin A (5). The structures of compounds 1?4 were determined on the basis of comprehensive analyses of the nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data, and the absolute configurations of 1, 2, and 4 were determined by comparisons of experimental electronic circular dichroism (ECD) with calculated ECD spectra. Compounds 1?5, characterized by a highly oxygenated 1-methylcyclohexene unit and a (4E,8E)-4,8-dimethyldeca-4,8-dienoic acid side chain, are rarely found in nature. Compounds 2?4 exhibited antibacterial activity against Staphylococcus aureus.

SUBMITTER: Cheng Z

PROVIDER: S-EPMC6213461 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Peniginsengins B⁻E, New Farnesylcyclohexenones from the Deep Sea-Derived Fungus Penicillium sp. YPGA11.

Cheng Zhongbin Z Xu Wei W Liu Lijun L Li Shumin S Yuan Wangjun W Luo Zhuhua Z Zhang Jingjie J Cheng Yongjun Y Li Qin Q

Marine drugs 20181001 10

Chemical examination of the EtOAc extract of the deep sea-derived fungus Penicillium sp. YPGA11 resulted in the isolation of four new farnesylcyclohexenones, peniginsengins B⁻E (1⁻4), and a known analog peniginsengin A (5). The structures of compounds 1⁻4 were determined on the basis of comprehensive analyses of the nuclear magnetic resonance (NMR) and mass spectroscopy (MS) data, and the absolute configurations of 1, 2, and 4 ...[more]

PMID: 30275364

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