Rare Chromone Derivatives from the Marine-Derived <i>Penicillium citrinum</i> with Anti-Cancer and Anti-Inflammatory Activities
Three new and rare chromone derivatives, epiremisporine C (<b>1</b>), epiremisporine D (<b>2</b>), and epiremisporine E (<b>3</b>), were isolated from marine-derived <i>Penicillium citrinum</i>, together with four known compounds, epiremisporine B (<...
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| Format: | Article |
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MDPI AG
2021-01-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/19/1/25 |
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| author | Yi-Cheng Chu Chun-Hao Chang Hsiang-Ruei Liao Ming-Jen Cheng Ming-Der Wu Shu-Ling Fu Jih-Jung Chen |
| author_facet | Yi-Cheng Chu Chun-Hao Chang Hsiang-Ruei Liao Ming-Jen Cheng Ming-Der Wu Shu-Ling Fu Jih-Jung Chen |
| author_sort | Yi-Cheng Chu |
| collection | DOAJ |
| description | Three new and rare chromone derivatives, epiremisporine C (<b>1</b>), epiremisporine D (<b>2</b>), and epiremisporine E (<b>3</b>), were isolated from marine-derived <i>Penicillium citrinum</i>, together with four known compounds, epiremisporine B (<b>4</b>), penicitrinone A (<b>5</b>), 8-hydroxy-1-methoxycarbonyl-6-methylxanthone (<b>6</b>), and isoconiochaetone C (<b>7</b>). Among the isolated compounds, compounds <b>2</b>–<b>5</b> significantly decreased fMLP-induced superoxide anion generation by human neutrophils, with IC<sub>50</sub> values of 6.39 ± 0.40, 8.28 ± 0.29, 3.62 ± 0.61, and 2.67 ± 0.10 μM, respectively. Compounds <b>3</b> and <b>4</b> exhibited cytotoxic activities with IC<sub>50</sub> values of 43.82 ± 6.33 and 32.29 ± 4.83 μM, respectively, against non-small lung cancer cell (A549), and Western blot assay confirmed that compounds <b>3</b> and <b>4</b> markedly induced apoptosis of A549 cells, through Bcl-2, Bax, and caspase 3 <i>signaling</i> cascades. |
| first_indexed | 2024-03-09T05:32:29Z |
| format | Article |
| id | doaj.art-9cfd9f86dd444b61a6ea34d450f18196 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-09T05:32:29Z |
| publishDate | 2021-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-9cfd9f86dd444b61a6ea34d450f181962023-12-03T12:31:37ZengMDPI AGMarine Drugs1660-33972021-01-011912510.3390/md19010025Rare Chromone Derivatives from the Marine-Derived <i>Penicillium citrinum</i> with Anti-Cancer and Anti-Inflammatory ActivitiesYi-Cheng Chu0Chun-Hao Chang1Hsiang-Ruei Liao2Ming-Jen Cheng3Ming-Der Wu4Shu-Ling Fu5Jih-Jung Chen6Institute of Traditional Medicine, School of Medicine, National Yang-Ming University, Taipei 112, TaiwanInstitute of Biopharmaceutical Sciences, Pharmaceutical Sciences, National Yang-Ming University, Taipei 112, TaiwanGraduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333, TaiwanBioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 300, TaiwanBioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 300, TaiwanInstitute of Traditional Medicine, School of Medicine, National Yang-Ming University, Taipei 112, TaiwanFaculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 112, TaiwanThree new and rare chromone derivatives, epiremisporine C (<b>1</b>), epiremisporine D (<b>2</b>), and epiremisporine E (<b>3</b>), were isolated from marine-derived <i>Penicillium citrinum</i>, together with four known compounds, epiremisporine B (<b>4</b>), penicitrinone A (<b>5</b>), 8-hydroxy-1-methoxycarbonyl-6-methylxanthone (<b>6</b>), and isoconiochaetone C (<b>7</b>). Among the isolated compounds, compounds <b>2</b>–<b>5</b> significantly decreased fMLP-induced superoxide anion generation by human neutrophils, with IC<sub>50</sub> values of 6.39 ± 0.40, 8.28 ± 0.29, 3.62 ± 0.61, and 2.67 ± 0.10 μM, respectively. Compounds <b>3</b> and <b>4</b> exhibited cytotoxic activities with IC<sub>50</sub> values of 43.82 ± 6.33 and 32.29 ± 4.83 μM, respectively, against non-small lung cancer cell (A549), and Western blot assay confirmed that compounds <b>3</b> and <b>4</b> markedly induced apoptosis of A549 cells, through Bcl-2, Bax, and caspase 3 <i>signaling</i> cascades.https://www.mdpi.com/1660-3397/19/1/25<i>Penicillium citrinum</i>chromone derivativesanti-inflammatory activityanti-cancer activity |
| spellingShingle | Yi-Cheng Chu Chun-Hao Chang Hsiang-Ruei Liao Ming-Jen Cheng Ming-Der Wu Shu-Ling Fu Jih-Jung Chen Rare Chromone Derivatives from the Marine-Derived <i>Penicillium citrinum</i> with Anti-Cancer and Anti-Inflammatory Activities Marine Drugs <i>Penicillium citrinum</i> chromone derivatives anti-inflammatory activity anti-cancer activity |
| title | Rare Chromone Derivatives from the Marine-Derived <i>Penicillium citrinum</i> with Anti-Cancer and Anti-Inflammatory Activities |
| title_full | Rare Chromone Derivatives from the Marine-Derived <i>Penicillium citrinum</i> with Anti-Cancer and Anti-Inflammatory Activities |
| title_fullStr | Rare Chromone Derivatives from the Marine-Derived <i>Penicillium citrinum</i> with Anti-Cancer and Anti-Inflammatory Activities |
| title_full_unstemmed | Rare Chromone Derivatives from the Marine-Derived <i>Penicillium citrinum</i> with Anti-Cancer and Anti-Inflammatory Activities |
| title_short | Rare Chromone Derivatives from the Marine-Derived <i>Penicillium citrinum</i> with Anti-Cancer and Anti-Inflammatory Activities |
| title_sort | rare chromone derivatives from the marine derived i penicillium citrinum i with anti cancer and anti inflammatory activities |
| topic | <i>Penicillium citrinum</i> chromone derivatives anti-inflammatory activity anti-cancer activity |
| url | https://www.mdpi.com/1660-3397/19/1/25 |
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