Penijanacoranes A—F, Acorane-Type Sesquiterpenes from a Deep Sea-Derived Fungus Penicillium janthinellum SH0301

IF 5.5 1区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chinese Journal of Chemistry Pub Date : 2024-10-17 DOI:10.1002/cjoc.202400836

Lu-Jia Yang, Ling Lv, Zhuang Han, Yu-Cheng Gu, Xin Li, Chang-Lun Shao, Zhi-Qing Liu, Chang-Yun Wang

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Abstract

Six new acorane-type sesquiterpenes, named penijanacoranes A—F (1—6), as well as one known eudesmane sesquiterpenoid 1α,6β,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 IC₅₀ value of 6.23 μM, which was more potent than that of positive control dexamethasone (IC₅₀ = 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.

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来源期刊

Chinese Journal of Chemistry 化学-化学综合

CiteScore

8.80

自引率

14.80%

发文量

422

审稿时长

1.7 months

期刊介绍： The Chinese Journal of Chemistry is an international forum for peer-reviewed original research results in all fields of chemistry. Founded in 1983 under the name Acta Chimica Sinica English Edition and renamed in 1990 as Chinese Journal of Chemistry, the journal publishes a stimulating mixture of Accounts, Full Papers, Notes and Communications in English.

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