Penicillospirone from a marine isolate of Penicillium sp. (SF-5292) with anti-inflammatory activity |
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Authors: | Seungjun Lee Dong-Cheol Kim Jin-Soo Park Jae-Young Son Jae Hak Sohn Ling Liu Yongsheng Che Hyuncheol Oh |
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Institution: | 1. College of Pharmacy, Wonkwang University, Iksan 54538, Republic of Korea;2. College of Medical and Life Sciences, Silla University, Busan 46958, Republic of Korea;3. State Key Laboratory of Mycology, Institute of Microbiology Chinese Academy of Sciences, Beijing 100101, People’s Republic of China;4. State Key Laboratory of Toxicology & Medical Countermeasures, Beijing Institute of Pharmacology & Toxicology, Beijing 100850, People’s Republic of China |
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Abstract: | Chemical investigation of the EtOAc extract of a marine-derived fungal isolate Penicillium sp. SF-5292 yielded a new polyketide-type metabolite, penicillospirone (1). The structure of 1 was determined by analysis of spectroscopic data such as 1D and 2D NMR spectra and MS data, and the final structure including absolute configuration was unambiguously established by single-crystal X-ray diffraction analysis. In the evaluation of its anti-inflammatory effects, 1 inhibited the overproduction of nitric oxide (NO) and prostaglandin E2 (PGE2) in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages and BV2 microglia, and these inhibitory effects were correlated with the suppressive effect of 1 against overexpressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2). Furthermore, 1 also inhibited the production of pro-inflammatory cytokines such as tumor necrosis factor-α (TNF-α), interleukin-1β (IL-1β), IL-6, and IL-12. Overall, the anti-inflammatory effect of 1 was suggested to be mediated through the negative regulation of NF-κB pathway. |
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Keywords: | Marine-derived fungus Polyketides Anti-inflammation NF-κB |
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