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Open AccessArticle

New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities

1
Marine Science & Technology Institute, College of Environmental Science & Engineering, Yangzhou University, 196#, Huayang West Street, Yangzhou City 225127, China
2
Key Laboratory of Marine Drugs, the Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China
3
Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266237, China
4
College of Chemistry and Chemical Engineering, Yangzhou University, 180#, Siwangting Road, Yangzhou City 225002, China
5
Institute of Evolution & Marine Biodiversity, Ocean University of China, Qingdao 266003, China
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Mar. Drugs 2019, 17(6), 322; https://doi.org/10.3390/md17060322
Received: 6 May 2019 / Revised: 23 May 2019 / Accepted: 27 May 2019 / Published: 31 May 2019
Three novel monomeric naphtho-γ-pyrones, peninaphones A–C (compounds 13), along with two known bis-naphtho-γ-pyrones (compounds 4 and 5) were isolated from mangrove rhizosphere soil-derived fungus Penicillium sp. HK1-22. The absolute configurations of compounds 1 and 2 were determined by electronic circular dichroism (ECD) spectra, and the structure of compound 3 was confirmed by single-crystal X-ray diffraction analysis. Compounds 4 and 5 are a pair of hindered rotation isomers. A hypothetical biosynthetic pathway for the isolated monomeric and dimeric naphtho-γ-pyrones is also discussed in this study. Compounds 13 showed antibacterial activity against Staphylococcus aureus (ATCC 43300, 33591, 29213, and 25923) with minimum inhibitory concentration (MIC) values in the range of 12.5–50 μg/mL. Compound 3 exhibited significant activity against the rice sheath blight pathogen Rhizoctonia solani. View Full-Text
Keywords: marine-derived fungus; Penicillium sp. HK1-22; naphtho-γ-pyrones; antibacterial activity; antifungal activity marine-derived fungus; Penicillium sp. HK1-22; naphtho-γ-pyrones; antibacterial activity; antifungal activity
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MDPI and ACS Style

Zheng, Y.-Y.; Liang, Z.-Y.; Shen, N.-X.; Liu, W.-L.; Zhou, X.-J.; Fu, X.-M.; Chen, M.; Wang, C.-Y. New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities. Mar. Drugs 2019, 17, 322.

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