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New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells
Five new sesterterpenes, 14,15-dehydro-6-epi-ophiobolin K (1), 14,15-dehydro- ophiobolin K (2), 14,15-dehydro-6-epi-ophiobolin G (3), 14,15-dehydro-ophiobolin G (4) and 14,15-dehydro-(Z)-14-ophiobolin G (5), together with four known ophiobolins (6–9) were isolated from the marine fungus Aspergillus...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6628216/ https://www.ncbi.nlm.nih.gov/pubmed/31212583 http://dx.doi.org/10.3390/md17060346 |
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author | Choi, Byeoung-Kyu Trinh, Phan Thi Hoai Lee, Hwa-Sun Choi, Byeong-Woo Kang, Jong Soon Ngoc, Ngo Thi Duy Van, Tran Thi Thanh Shin, Hee Jae |
author_facet | Choi, Byeoung-Kyu Trinh, Phan Thi Hoai Lee, Hwa-Sun Choi, Byeong-Woo Kang, Jong Soon Ngoc, Ngo Thi Duy Van, Tran Thi Thanh Shin, Hee Jae |
author_sort | Choi, Byeoung-Kyu |
collection | PubMed |
description | Five new sesterterpenes, 14,15-dehydro-6-epi-ophiobolin K (1), 14,15-dehydro- ophiobolin K (2), 14,15-dehydro-6-epi-ophiobolin G (3), 14,15-dehydro-ophiobolin G (4) and 14,15-dehydro-(Z)-14-ophiobolin G (5), together with four known ophiobolins (6–9) were isolated from the marine fungus Aspergillus flocculosus derived from the seaweed Padina sp. collected in Vietnam. The five new ophiobolins were first isolated as ophiobolin derivatives consisting of a fully unsaturated side chain. Their structures were elucidated via spectroscopic methods including 1D, 2D NMR and HR-ESIMS. The absolute configurations were determined by the comparison of chemical shifts and optical rotation values with those of known ophiobolins. All compounds (1–9) were then evaluated for their cytotoxicity against six cancer cell lines, HCT-15, NUGC-3, NCI-H23, ACHN, PC-3 and MDA-MB-231. All the compounds showed potent cytotoxicity with GI(50) values ranging from 0.14 to 2.01 μM. |
format | Online Article Text |
id | pubmed-6628216 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-66282162019-07-23 New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells Choi, Byeoung-Kyu Trinh, Phan Thi Hoai Lee, Hwa-Sun Choi, Byeong-Woo Kang, Jong Soon Ngoc, Ngo Thi Duy Van, Tran Thi Thanh Shin, Hee Jae Mar Drugs Article Five new sesterterpenes, 14,15-dehydro-6-epi-ophiobolin K (1), 14,15-dehydro- ophiobolin K (2), 14,15-dehydro-6-epi-ophiobolin G (3), 14,15-dehydro-ophiobolin G (4) and 14,15-dehydro-(Z)-14-ophiobolin G (5), together with four known ophiobolins (6–9) were isolated from the marine fungus Aspergillus flocculosus derived from the seaweed Padina sp. collected in Vietnam. The five new ophiobolins were first isolated as ophiobolin derivatives consisting of a fully unsaturated side chain. Their structures were elucidated via spectroscopic methods including 1D, 2D NMR and HR-ESIMS. The absolute configurations were determined by the comparison of chemical shifts and optical rotation values with those of known ophiobolins. All compounds (1–9) were then evaluated for their cytotoxicity against six cancer cell lines, HCT-15, NUGC-3, NCI-H23, ACHN, PC-3 and MDA-MB-231. All the compounds showed potent cytotoxicity with GI(50) values ranging from 0.14 to 2.01 μM. MDPI 2019-06-11 /pmc/articles/PMC6628216/ /pubmed/31212583 http://dx.doi.org/10.3390/md17060346 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 Choi, Byeoung-Kyu Trinh, Phan Thi Hoai Lee, Hwa-Sun Choi, Byeong-Woo Kang, Jong Soon Ngoc, Ngo Thi Duy Van, Tran Thi Thanh Shin, Hee Jae New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells |
title | New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells |
title_full | New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells |
title_fullStr | New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells |
title_full_unstemmed | New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells |
title_short | New Ophiobolin Derivatives from the Marine Fungus Aspergillus flocculosus and Their Cytotoxicities against Cancer Cells |
title_sort | new ophiobolin derivatives from the marine fungus aspergillus flocculosus and their cytotoxicities against cancer cells |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6628216/ https://www.ncbi.nlm.nih.gov/pubmed/31212583 http://dx.doi.org/10.3390/md17060346 |
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