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

ABSTRACT: Three novel monomeric naphtho-?-pyrones, peninaphones A-C (compounds 1-3), along with two known bis-naphtho-?-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-?-pyrones is also discussed in this study. Compounds 1-3 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 ?g/mL. Compound 3 exhibited significant activity against the rice sheath blight pathogen Rhizoctonia solani.

SUBMITTER: Zheng YY 

PROVIDER: S-EPMC6627118 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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

Zheng Yao-Yao YY   Liang Zhao-Yang ZY   Shen Nan-Xing NX   Liu Wen-Long WL   Zhou Xiao-Jian XJ   Fu Xiu-Mei XM   Chen Min M   Wang Chang-Yun CY  

Marine drugs 20190531 6

Three novel monomeric naphtho-γ-pyrones, peninaphones A-C (compounds <b>1</b>-<b>3</b>), along with two known bis-naphtho-γ-pyrones (compounds <b>4</b> and <b>5</b>) were isolated from mangrove rhizosphere soil-derived fungus <i>Penicillium</i> sp. HK1-22. The absolute configurations of compounds <b>1</b> and <b>2</b> were determined by electronic circular dichroism (ECD) spectra, and the structure of compound <b>3</b> was confirmed by single-crystal X-ray diffraction analysis. Compounds <b>4</b  ...[more]

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