Chemical and biological studies from an Azorean macroalga: Ulva rigida

Detalhes bibliográficos
Autor(a) principal: Silva, Madalena
Data de Publicação: 2012
Outros Autores: Vieira, Luís M. M., Almeida, Ana Paula, Silva, Artur M. S., Kijjoa, Anake, Seca, Ana M. L., Barreto, Maria do Carmo
Idioma: eng
Título da fonte: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Texto Completo: http://hdl.handle.net/10400.3/2926
Resumo: New drugs from natural sources have been targets of the drug discovery program and some bioactive compounds from macroalgae such as sulfated polysaccharides, steroids and diterpens have found their applications in the pharmaceutical industry.[1,2] Consequently, we have investigated the chemical composition and the in vitro antitumor potential of the metabolites isolated from the macroalga Ulva rigida, collected from the Azorean coast, an environmentally healthy habitat with a high level of biodiversity. We hereby describe isolation of isofucosterol (1) and 7(E)-3ẞ-hidroxy-5α, 6α-epoxymegastigmane (2) from the methanol extract of Ulva rigida, collected in May of 2011 in the Sea of St Miguel Island - Azores archipelago. The process of isolation of these metabolites involved chlorophylls elimination by the method previously described[3] and fractionation by column chromatography. The structures of 1 and 2 were established by 1D and 2D NMR spectral analysis and specific rotation as well as comparison of their spectral data with those described in the literature.[4,5] Compounds 1 and 2 were evaluated for their capacity to inhibit the in vitro growth of three human cancer cell lines: MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A375-C5 (human skin cell line), using the protein binding dye SRB method. The results showed that compound 1 exhibited only a weak activity against MCF-7 (GI50 = 122.2 ± 17.9 μM), NCI-H460 (GI50 = 128.4 ± 32.4 μM), A375-C5 (GI50 = 119.2 ± 28.9 μM), while compound 2 was inactive against all the three cell lines (GI50 >200 μM).
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spelling Chemical and biological studies from an Azorean macroalga: Ulva rigidaUlva rigidaPhytochemistryNew drugs from natural sources have been targets of the drug discovery program and some bioactive compounds from macroalgae such as sulfated polysaccharides, steroids and diterpens have found their applications in the pharmaceutical industry.[1,2] Consequently, we have investigated the chemical composition and the in vitro antitumor potential of the metabolites isolated from the macroalga Ulva rigida, collected from the Azorean coast, an environmentally healthy habitat with a high level of biodiversity. We hereby describe isolation of isofucosterol (1) and 7(E)-3ẞ-hidroxy-5α, 6α-epoxymegastigmane (2) from the methanol extract of Ulva rigida, collected in May of 2011 in the Sea of St Miguel Island - Azores archipelago. The process of isolation of these metabolites involved chlorophylls elimination by the method previously described[3] and fractionation by column chromatography. The structures of 1 and 2 were established by 1D and 2D NMR spectral analysis and specific rotation as well as comparison of their spectral data with those described in the literature.[4,5] Compounds 1 and 2 were evaluated for their capacity to inhibit the in vitro growth of three human cancer cell lines: MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A375-C5 (human skin cell line), using the protein binding dye SRB method. The results showed that compound 1 exhibited only a weak activity against MCF-7 (GI50 = 122.2 ± 17.9 μM), NCI-H460 (GI50 = 128.4 ± 32.4 μM), A375-C5 (GI50 = 119.2 ± 28.9 μM), while compound 2 was inactive against all the three cell lines (GI50 >200 μM).Universidade de Aveiro/SPQRepositório da Universidade dos AçoresSilva, MadalenaVieira, Luís M. M.Almeida, Ana PaulaSilva, Artur M. S.Kijjoa, AnakeSeca, Ana M. L.Barreto, Maria do Carmo2014-03-28T14:18:55Z2012-112012-11-01T00:00:00Zconference objectinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10400.3/2926enginfo:eu-repo/semantics/openAccessreponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2025-03-07T10:09:37Zoai:repositorio.uac.pt:10400.3/2926Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-29T00:41:53.275776Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
dc.title.none.fl_str_mv Chemical and biological studies from an Azorean macroalga: Ulva rigida
title Chemical and biological studies from an Azorean macroalga: Ulva rigida
spellingShingle Chemical and biological studies from an Azorean macroalga: Ulva rigida
Silva, Madalena
Ulva rigida
Phytochemistry
title_short Chemical and biological studies from an Azorean macroalga: Ulva rigida
title_full Chemical and biological studies from an Azorean macroalga: Ulva rigida
title_fullStr Chemical and biological studies from an Azorean macroalga: Ulva rigida
title_full_unstemmed Chemical and biological studies from an Azorean macroalga: Ulva rigida
title_sort Chemical and biological studies from an Azorean macroalga: Ulva rigida
author Silva, Madalena
author_facet Silva, Madalena
Vieira, Luís M. M.
Almeida, Ana Paula
Silva, Artur M. S.
Kijjoa, Anake
Seca, Ana M. L.
Barreto, Maria do Carmo
author_role author
author2 Vieira, Luís M. M.
Almeida, Ana Paula
Silva, Artur M. S.
Kijjoa, Anake
Seca, Ana M. L.
Barreto, Maria do Carmo
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Repositório da Universidade dos Açores
dc.contributor.author.fl_str_mv Silva, Madalena
Vieira, Luís M. M.
Almeida, Ana Paula
Silva, Artur M. S.
Kijjoa, Anake
Seca, Ana M. L.
Barreto, Maria do Carmo
dc.subject.por.fl_str_mv Ulva rigida
Phytochemistry
topic Ulva rigida
Phytochemistry
description New drugs from natural sources have been targets of the drug discovery program and some bioactive compounds from macroalgae such as sulfated polysaccharides, steroids and diterpens have found their applications in the pharmaceutical industry.[1,2] Consequently, we have investigated the chemical composition and the in vitro antitumor potential of the metabolites isolated from the macroalga Ulva rigida, collected from the Azorean coast, an environmentally healthy habitat with a high level of biodiversity. We hereby describe isolation of isofucosterol (1) and 7(E)-3ẞ-hidroxy-5α, 6α-epoxymegastigmane (2) from the methanol extract of Ulva rigida, collected in May of 2011 in the Sea of St Miguel Island - Azores archipelago. The process of isolation of these metabolites involved chlorophylls elimination by the method previously described[3] and fractionation by column chromatography. The structures of 1 and 2 were established by 1D and 2D NMR spectral analysis and specific rotation as well as comparison of their spectral data with those described in the literature.[4,5] Compounds 1 and 2 were evaluated for their capacity to inhibit the in vitro growth of three human cancer cell lines: MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and A375-C5 (human skin cell line), using the protein binding dye SRB method. The results showed that compound 1 exhibited only a weak activity against MCF-7 (GI50 = 122.2 ± 17.9 μM), NCI-H460 (GI50 = 128.4 ± 32.4 μM), A375-C5 (GI50 = 119.2 ± 28.9 μM), while compound 2 was inactive against all the three cell lines (GI50 >200 μM).
publishDate 2012
dc.date.none.fl_str_mv 2012-11
2012-11-01T00:00:00Z
2014-03-28T14:18:55Z
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dc.language.iso.fl_str_mv eng
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dc.publisher.none.fl_str_mv Universidade de Aveiro/SPQ
publisher.none.fl_str_mv Universidade de Aveiro/SPQ
dc.source.none.fl_str_mv reponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
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