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Penifuranone A: A Novel Alkaloid from the Mangrove Endophytic Fungus Penicillium crustosum SCNU-F0006

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

2024International Journal of Molecular Sciences16 citationsDOIOpen Access PDF

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.

Topics & Concepts

AlkaloidNitric oxideFungusChemistryPenicilliumMangroveDocking (animal)StereochemistryTraditional medicineBiologyBotanyFood scienceOrganic chemistryMedicineEcologyNursingMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsFungal Biology and Applications
Penifuranone A: A Novel Alkaloid from the Mangrove Endophytic Fungus Penicillium crustosum SCNU-F0006 | Litcius