Penifuranone A: A Novel Alkaloid from the Mangrove Endophytic Fungus <i>Penicillium crustosum</i> SCNU-F0006

Hao Jia; Li Wu; Rongrong Liu; Jialin Li; Lingling Liu; Chen Chen; Junsen Li; Kai Zhang; Junjiang Liao; Yuhua Long

doi:10.3390/ijms25095032

International Journal of Molecular Sciences (May 2024)

Penifuranone A: A Novel Alkaloid from the Mangrove Endophytic Fungus <i>Penicillium crustosum</i> SCNU-F0006

Hao Jia,
Li Wu,
Rongrong Liu,
Jialin Li,
Lingling Liu,
Chen Chen,
Junsen Li,
Kai Zhang,
Junjiang Liao,
Yuhua Long

Affiliations

Hao Jia: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Li Wu: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Rongrong Liu: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Jialin Li: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Lingling Liu: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Chen Chen: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Junsen Li: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Kai Zhang: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Junjiang Liao: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China
Yuhua Long: Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006, China

DOI: https://doi.org/10.3390/ijms25095032
Journal volume & issue: Vol. 25, no. 9
p. 5032

Abstract

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One previously undescribed alkaloid, named penifuranone A (1), and three known compounds (2–4) were isolated from the mangrove endophytic fungus Penicillium crustosum SCNU-F0006. The structure of the new alkaloid (1) was elucidated based on extensive spectroscopic data analysis and single-crystal X-ray diffraction analysis. Four natural isolates and one new synthetic derivative of penifuranone A, compound 1a, were screened for their antimicrobial, antioxidant, and anti-inflammatory activities. Bioassays revealed that penifuranone A (1) exhibited strong anti-inflammatory activity in vitro by inhibiting nitric oxide (NO) production in lipopolysaccharide-activated RAW264.7 cells with an IC50 value of 42.2 μM. The docking study revealed that compound 1 exhibited an ideal fit within the active site of the murine inducible nitric oxide synthase (iNOS), establishing characteristic hydrogen bonds.

Published in International Journal of Molecular Sciences

ISSN: 1661-6596 (Print); 1422-0067 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Biology (General); Science: Chemistry
Website: http://www.mdpi.com/journal/ijms

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