Penijanacoranes A—F, Acorane-Type Sesquiterpenes from a Deep Sea-Derived Fungus Penicillium janthinellum SH0301
Lu-Jia Yang , Ling Lv , Zhuang Han , Yu-Cheng Gu , Xin Li , Chang-Lun Shao , Zhi-Qing Liu , Chang-Yun Wang
Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (3) : 268 -274.
Penijanacoranes A—F, Acorane-Type Sesquiterpenes from a Deep Sea-Derived Fungus Penicillium janthinellum SH0301
Six new acorane-type sesquiterpenes, named penijanacoranes A—F ( 1— 6), as well as one known eudesmane sesquiterpenoid 1 α, 6 β, 11-eudesm-triol ( 7) have been isolated from a deep-sea-derived fungus Penicillium janthinellum SH0301. Their structures and absolute configurations were established by the comprehensive spectroscopic analysis, TDDFT-ECD calculations, and X-ray diffraction. Penijanacorane A ( 1) was identified as a rare acorane-type sesquiterpene lactone featuring a novel 6/5/6 tricyclic system, while penijanacoranes E and F ( 5 and 6) represented undescribed examples of nor-acorane sesquiterpenes at C-1. Penijanacorane C ( 3) exhibited significant inhibitory activity against LPS-induced NO production in Raw264.7 macrophages with an IC 50 value of 6.23 µM, which was more potent than that of positive control dexamethasone (IC 50 = 11.49 µM). This study expanded the chemical diversity of acorane-type sesquiterpenoids and revealed that compound 3 was a potential molecule for anti-inflammatory agents.
Natural products / Acorane-type sesquiterpene / Structure elucidation / Deep-sea-derived fungus / Penicillium janthinellum / Biological activity / Anti-inflammatory activity
2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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