Tropolactones A-D, four new meroterpenoids from a marine-derived fungus of the genus Aspergillus
Four cytotoxic meroterpenoids, tropolactones A–D, were isolated from the whole broth extract of a marine-derived fungus of the genus Aspergillus. The structures of the meroterpenoids were established through a variety of two-dimensional NMR techniques. The absolute configuration of tropolactone A was determined using the modified Mosher method. Tropolactones A–C contain an interesting substituted 2,4,6-cycloheptatriene (tropone) ring, which presumably arises through an oxidative ring expansion from tropolactone D. Tropolactones A, B and C showed in vitro cytotoxicity against human colon carcinoma (HCT-116) with IC50 values of 13.2, 10.9 and 13.9 μg/mL.
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Elsevier
2006-08
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Subjects: | Tropolactones, Eroterpenoids, Marine-derived fungus, Aspergillus, |
Online Access: | http://hdl.handle.net/10261/211797 http://dx.doi.org/10.13039/100000002 |
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dig-ipna-es-10261-2117972021-03-12T12:27:41Z Tropolactones A-D, four new meroterpenoids from a marine-derived fungus of the genus Aspergillus Cueto, Mercedes MacMillan, John B. Jensen, Paul R. Fenical, William National Institutes of Health (US) Ministerio de Educación y Ciencia (España) National Cancer Institute (US) Tropolactones Eroterpenoids Marine-derived fungus Aspergillus Four cytotoxic meroterpenoids, tropolactones A–D, were isolated from the whole broth extract of a marine-derived fungus of the genus Aspergillus. The structures of the meroterpenoids were established through a variety of two-dimensional NMR techniques. The absolute configuration of tropolactone A was determined using the modified Mosher method. Tropolactones A–C contain an interesting substituted 2,4,6-cycloheptatriene (tropone) ring, which presumably arises through an oxidative ring expansion from tropolactone D. Tropolactones A, B and C showed in vitro cytotoxicity against human colon carcinoma (HCT-116) with IC50 values of 13.2, 10.9 and 13.9 μg/mL. We appreciate the financial support provided by the NIH, National Cancer Institute under grant CA44848. M. Cueto acknowledges a postdoctoral fellowship from the Ministerio de Educacion of Spain. 2020-05-21T07:51:34Z 2020-05-21T07:51:34Z 2006-08 2020-05-21T07:51:34Z artículo http://purl.org/coar/resource_type/c_6501 doi: 10.1016/j.phytochem.2006.01.008 issn: 0031-9422 e-issn: 1873-3700 Phytochemistry 67(16): 1826-1831 (2006) http://hdl.handle.net/10261/211797 10.1016/j.phytochem.2006.01.008 http://dx.doi.org/10.13039/100000002 Postprint https://doi.org/10.1016/j.phytochem.2006.01.008 Sí none Elsevier |
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Tropolactones Eroterpenoids Marine-derived fungus Aspergillus Tropolactones Eroterpenoids Marine-derived fungus Aspergillus |
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Tropolactones Eroterpenoids Marine-derived fungus Aspergillus Tropolactones Eroterpenoids Marine-derived fungus Aspergillus Cueto, Mercedes MacMillan, John B. Jensen, Paul R. Fenical, William Tropolactones A-D, four new meroterpenoids from a marine-derived fungus of the genus Aspergillus |
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Four cytotoxic meroterpenoids, tropolactones A–D, were isolated from the whole broth extract of a marine-derived fungus of the genus Aspergillus. The structures of the meroterpenoids were established through a variety of two-dimensional NMR techniques. The absolute configuration of tropolactone A was determined using the modified Mosher method. Tropolactones A–C contain an interesting substituted 2,4,6-cycloheptatriene (tropone) ring, which presumably arises through an oxidative ring expansion from tropolactone D. Tropolactones A, B and C showed in vitro cytotoxicity against human colon carcinoma (HCT-116) with IC50 values of 13.2, 10.9 and 13.9 μg/mL. |
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National Institutes of Health (US) |
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National Institutes of Health (US) Cueto, Mercedes MacMillan, John B. Jensen, Paul R. Fenical, William |
format |
artículo |
topic_facet |
Tropolactones Eroterpenoids Marine-derived fungus Aspergillus |
author |
Cueto, Mercedes MacMillan, John B. Jensen, Paul R. Fenical, William |
author_sort |
Cueto, Mercedes |
title |
Tropolactones A-D, four new meroterpenoids from a marine-derived fungus of the genus Aspergillus |
title_short |
Tropolactones A-D, four new meroterpenoids from a marine-derived fungus of the genus Aspergillus |
title_full |
Tropolactones A-D, four new meroterpenoids from a marine-derived fungus of the genus Aspergillus |
title_fullStr |
Tropolactones A-D, four new meroterpenoids from a marine-derived fungus of the genus Aspergillus |
title_full_unstemmed |
Tropolactones A-D, four new meroterpenoids from a marine-derived fungus of the genus Aspergillus |
title_sort |
tropolactones a-d, four new meroterpenoids from a marine-derived fungus of the genus aspergillus |
publisher |
Elsevier |
publishDate |
2006-08 |
url |
http://hdl.handle.net/10261/211797 http://dx.doi.org/10.13039/100000002 |
work_keys_str_mv |
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1777669846011478016 |