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.
Highlights
The genus Penicillium is widely distributed in all environments, and has become one of the most well-known genera of fungi for the discovery of bioactive compounds [1]
The 1 H1NMR and heteronuclear single quantum coherence (HSQC) spectra provided the of unsaturation
The strain was identified as Penicillium sp. based on microscopic examination and by internal transcribed spacer (ITS) sequencing
Summary
The genus Penicillium is widely distributed in all environments, and has become one of the most well-known genera of fungi for the discovery of bioactive compounds [1]. Marine-derived Penicillium have drawn attention of natural prodcuct chemists and have been increasingly investigated, leading to the discovery of thousands of secondary metabolites, some of which are structurally unique or biologically significant [2,3,4,5,6,7,8,9]. Mar. Drugs 2018, 16, x FOR PEER REVIEW dienoic acid side chain, are rarely found nature [14,15]. Thein absolute configurations of this class of compounds were compounds resolved for electronic the first time by electronic circular dichroism (ECD).
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