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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Bibliographic Details
Main Authors: Cueto, Mercedes, MacMillan, John B., Jensen, Paul R., Fenical, William
Other Authors: National Institutes of Health (US)
Format: artículo biblioteca
Published: Elsevier 2006-08
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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spelling 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
institution IPNA ES
collection DSpace
country España
countrycode ES
component Bibliográfico
access En linea
databasecode dig-ipna-es
tag biblioteca
region Europa del Sur
libraryname Biblioteca del IPNA España
topic Tropolactones
Eroterpenoids
Marine-derived fungus
Aspergillus
Tropolactones
Eroterpenoids
Marine-derived fungus
Aspergillus
spellingShingle 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
description 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.
author2 National Institutes of Health (US)
author_facet 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
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AT jensenpaulr tropolactonesadfournewmeroterpenoidsfromamarinederivedfungusofthegenusaspergillus
AT fenicalwilliam tropolactonesadfournewmeroterpenoidsfromamarinederivedfungusofthegenusaspergillus
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