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Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134

Penicillum citreonigrum XT20-134 (MCCC 3A00956) is a fungus with cytotoxic activity, derived from deep-sea sediment. Five new compounds, adeninylpyrenocine (1), 2-hydroxyl-3-pyrenocine-thio propanoic acid (2), ozazino-cyclo-(2,3-dihydroxyl-trp-tyr) (3), 5,5-dichloro-1-(3,5-dimethoxyphenyl)-1,4-dihyd...

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Autores principales: Tang, Xi-Xiang, Liu, Shun-Zhi, Yan, Xia, Tang, Bo-Wen, Fang, Mei-Juan, Wang, Xiu-Min, Wu, Zhen, Qiu, Ying-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6780507/
https://www.ncbi.nlm.nih.gov/pubmed/31470583
http://dx.doi.org/10.3390/md17090509
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author Tang, Xi-Xiang
Liu, Shun-Zhi
Yan, Xia
Tang, Bo-Wen
Fang, Mei-Juan
Wang, Xiu-Min
Wu, Zhen
Qiu, Ying-Kun
author_facet Tang, Xi-Xiang
Liu, Shun-Zhi
Yan, Xia
Tang, Bo-Wen
Fang, Mei-Juan
Wang, Xiu-Min
Wu, Zhen
Qiu, Ying-Kun
author_sort Tang, Xi-Xiang
collection PubMed
description Penicillum citreonigrum XT20-134 (MCCC 3A00956) is a fungus with cytotoxic activity, derived from deep-sea sediment. Five new compounds, adeninylpyrenocine (1), 2-hydroxyl-3-pyrenocine-thio propanoic acid (2), ozazino-cyclo-(2,3-dihydroxyl-trp-tyr) (3), 5,5-dichloro-1-(3,5-dimethoxyphenyl)-1,4-dihydroxypentan-2-one (4), and 2,3,4-trihydroxybutyl cinnamate (5), together with 19 known compounds (6–24), 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 2 and 4 showed potent cytotoxicity to the human hepatoma tumor cell Bel7402 with IC(50) values of 7.63 ± 1.46, 13.14 ± 1.41 μM and the human fibrosarcoma tumor cell HT1080 with IC(50) values of 10.22 ± 1.32, 16.53 ± 1.67 μM, respectively.
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spelling pubmed-67805072019-10-30 Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134 Tang, Xi-Xiang Liu, Shun-Zhi Yan, Xia Tang, Bo-Wen Fang, Mei-Juan Wang, Xiu-Min Wu, Zhen Qiu, Ying-Kun Mar Drugs Article Penicillum citreonigrum XT20-134 (MCCC 3A00956) is a fungus with cytotoxic activity, derived from deep-sea sediment. Five new compounds, adeninylpyrenocine (1), 2-hydroxyl-3-pyrenocine-thio propanoic acid (2), ozazino-cyclo-(2,3-dihydroxyl-trp-tyr) (3), 5,5-dichloro-1-(3,5-dimethoxyphenyl)-1,4-dihydroxypentan-2-one (4), and 2,3,4-trihydroxybutyl cinnamate (5), together with 19 known compounds (6–24), 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 2 and 4 showed potent cytotoxicity to the human hepatoma tumor cell Bel7402 with IC(50) values of 7.63 ± 1.46, 13.14 ± 1.41 μM and the human fibrosarcoma tumor cell HT1080 with IC(50) values of 10.22 ± 1.32, 16.53 ± 1.67 μM, respectively. MDPI 2019-08-29 /pmc/articles/PMC6780507/ /pubmed/31470583 http://dx.doi.org/10.3390/md17090509 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Tang, Xi-Xiang
Liu, Shun-Zhi
Yan, Xia
Tang, Bo-Wen
Fang, Mei-Juan
Wang, Xiu-Min
Wu, Zhen
Qiu, Ying-Kun
Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134
title Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134
title_full Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134
title_fullStr Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134
title_full_unstemmed Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134
title_short Two New Cytotoxic Compounds from a Deep-Sea Penicillum citreonigrum XT20-134
title_sort two new cytotoxic compounds from a deep-sea penicillum citreonigrum xt20-134
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6780507/
https://www.ncbi.nlm.nih.gov/pubmed/31470583
http://dx.doi.org/10.3390/md17090509
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