Two New Cytotoxic Compounds from a Deep-Sea <i>Penicillum citreonigrum</i> XT20-134
<i>Penicillum citreonigrum</i> XT20-134 (MCCC 3A00956) is a fungus with cytotoxic activity, derived from deep-sea sediment. Five new compounds, adeninylpyrenocine (<b>1</b>), 2-hydroxyl-3-pyrenocine-thio propanoic acid (<b>2</b>), ozazino-<i>cyclo</i>-...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-08-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/17/9/509 |
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| author | Xi-Xiang Tang Shun-Zhi Liu Xia Yan Bo-Wen Tang Mei-Juan Fang Xiu-Min Wang Zhen Wu Ying-Kun Qiu |
| author_facet | Xi-Xiang Tang Shun-Zhi Liu Xia Yan Bo-Wen Tang Mei-Juan Fang Xiu-Min Wang Zhen Wu Ying-Kun Qiu |
| author_sort | Xi-Xiang Tang |
| collection | DOAJ |
| description | <i>Penicillum citreonigrum</i> XT20-134 (MCCC 3A00956) is a fungus with cytotoxic activity, derived from deep-sea sediment. Five new compounds, adeninylpyrenocine (<b>1</b>), 2-hydroxyl-3-pyrenocine-thio propanoic acid (<b>2</b>), ozazino-<i>cyclo</i>-(2,3-dihydroxyl-trp-tyr) (<b>3</b>), 5,5-dichloro-1-(3,5-dimethoxyphenyl)-1,4-dihydroxypentan-2-one (<b>4</b>), and 2,3,4-trihydroxybutyl cinnamate (<b>5</b>), together with 19 known compounds (<b>6</b>−<b>24</b>), were isolated from an ethyl acetate (EtOAc) extract of its fermentation. The structures of the new compounds were comprehensively characterized by high-resolution electrospray ionization-mass spectrometry (HR-ESI-MS), 1D and 2D nuclear magnetic resonance (NMR). All isolates were evaluated for their cytotoxic activities. The heteroatom-containing new compounds <b>2</b> and <b>4</b> showed potent cytotoxicity to the human hepatoma tumor cell Bel7402 with IC<sub>50</sub> values of 7.63 ± 1.46, 13.14 ± 1.41 μM and the human fibrosarcoma tumor cell HT1080 with IC<sub>50</sub> values of 10.22 ± 1.32, 16.53 ± 1.67 μM, respectively. |
| first_indexed | 2024-04-13T07:09:46Z |
| format | Article |
| id | doaj.art-17040401a194496692fcd9731cf41831 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-13T07:09:46Z |
| publishDate | 2019-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-17040401a194496692fcd9731cf418312022-12-22T02:56:53ZengMDPI AGMarine Drugs1660-33972019-08-0117950910.3390/md17090509md17090509Two New Cytotoxic Compounds from a Deep-Sea <i>Penicillum citreonigrum</i> XT20-134Xi-Xiang Tang0Shun-Zhi Liu1Xia Yan2Bo-Wen Tang3Mei-Juan Fang4Xiu-Min Wang5Zhen Wu6Ying-Kun Qiu7Key Laboratory of Marine Biogenetic Resources, Third Institute of Oceanography State Oceanic Administration, Xiamen 361005, ChinaFujian Provincial Key Laboratory of Innovative Drug Target Research, School of Pharmaceutical Sciences, Xiamen University, South Xiang-An Road, Xiamen 361102, ChinaLi Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Research Center, Ningbo University, Ningbo 315832, ChinaFujian Provincial Key Laboratory of Innovative Drug Target Research, School of Pharmaceutical Sciences, Xiamen University, South Xiang-An Road, Xiamen 361102, ChinaFujian Provincial Key Laboratory of Innovative Drug Target Research, School of Pharmaceutical Sciences, Xiamen University, South Xiang-An Road, Xiamen 361102, ChinaFujian Provincial Key Laboratory of Innovative Drug Target Research, School of Pharmaceutical Sciences, Xiamen University, South Xiang-An Road, Xiamen 361102, ChinaFujian Provincial Key Laboratory of Innovative Drug Target Research, School of Pharmaceutical Sciences, Xiamen University, South Xiang-An Road, Xiamen 361102, ChinaFujian Provincial Key Laboratory of Innovative Drug Target Research, School of Pharmaceutical Sciences, Xiamen University, South Xiang-An Road, Xiamen 361102, China<i>Penicillum citreonigrum</i> XT20-134 (MCCC 3A00956) is a fungus with cytotoxic activity, derived from deep-sea sediment. Five new compounds, adeninylpyrenocine (<b>1</b>), 2-hydroxyl-3-pyrenocine-thio propanoic acid (<b>2</b>), ozazino-<i>cyclo</i>-(2,3-dihydroxyl-trp-tyr) (<b>3</b>), 5,5-dichloro-1-(3,5-dimethoxyphenyl)-1,4-dihydroxypentan-2-one (<b>4</b>), and 2,3,4-trihydroxybutyl cinnamate (<b>5</b>), together with 19 known compounds (<b>6</b>−<b>24</b>), were isolated from an ethyl acetate (EtOAc) extract of its fermentation. The structures of the new compounds were comprehensively characterized by high-resolution electrospray ionization-mass spectrometry (HR-ESI-MS), 1D and 2D nuclear magnetic resonance (NMR). All isolates were evaluated for their cytotoxic activities. The heteroatom-containing new compounds <b>2</b> and <b>4</b> showed potent cytotoxicity to the human hepatoma tumor cell Bel7402 with IC<sub>50</sub> values of 7.63 ± 1.46, 13.14 ± 1.41 μM and the human fibrosarcoma tumor cell HT1080 with IC<sub>50</sub> values of 10.22 ± 1.32, 16.53 ± 1.67 μM, respectively.https://www.mdpi.com/1660-3397/17/9/509<i>Penicillum citreonigrum</i> XT20-134MCCC 3A00956deep-sea funguscytotoxic activity |
| spellingShingle | Xi-Xiang Tang Shun-Zhi Liu Xia Yan Bo-Wen Tang Mei-Juan Fang Xiu-Min Wang Zhen Wu Ying-Kun Qiu Two New Cytotoxic Compounds from a Deep-Sea <i>Penicillum citreonigrum</i> XT20-134 Marine Drugs <i>Penicillum citreonigrum</i> XT20-134 MCCC 3A00956 deep-sea fungus cytotoxic activity |
| title | Two New Cytotoxic Compounds from a Deep-Sea <i>Penicillum citreonigrum</i> XT20-134 |
| title_full | Two New Cytotoxic Compounds from a Deep-Sea <i>Penicillum citreonigrum</i> XT20-134 |
| title_fullStr | Two New Cytotoxic Compounds from a Deep-Sea <i>Penicillum citreonigrum</i> XT20-134 |
| title_full_unstemmed | Two New Cytotoxic Compounds from a Deep-Sea <i>Penicillum citreonigrum</i> XT20-134 |
| title_short | Two New Cytotoxic Compounds from a Deep-Sea <i>Penicillum citreonigrum</i> XT20-134 |
| title_sort | two new cytotoxic compounds from a deep sea i penicillum citreonigrum i xt20 134 |
| topic | <i>Penicillum citreonigrum</i> XT20-134 MCCC 3A00956 deep-sea fungus cytotoxic activity |
| url | https://www.mdpi.com/1660-3397/17/9/509 |
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