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Int J Mol Sci ; 25(9)2024 May 05.
Article in English | MEDLINE | ID: mdl-38732250

ABSTRACT

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.


Subject(s)
Alkaloids , Nitric Oxide , Penicillium , Penicillium/chemistry , Penicillium/metabolism , Mice , Animals , Alkaloids/chemistry , Alkaloids/pharmacology , Alkaloids/isolation & purification , RAW 264.7 Cells , Nitric Oxide/metabolism , Anti-Inflammatory Agents/pharmacology , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/isolation & purification , Nitric Oxide Synthase Type II/metabolism , Molecular Docking Simulation , Lipopolysaccharides , Antioxidants/pharmacology , Antioxidants/chemistry , Molecular Structure
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