Antitumor activity of some prenylated xanthones

Detalhes bibliográficos
Autor(a) principal: Castanheiro, RAP
Data de Publicação: 2009
Outros Autores: Silva, AMS, Campos, NAN, Nascimento, MSJ, Pinto, MMM
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: https://hdl.handle.net/10216/79519
Resumo: Pyranoxanthones 6-8 were obtained by dehydrogenation of the respective dihydropyranoxanthones 3-5 with DDQ in dry dioxane. Two prenylated xanthones 10,11 were obtained from the reaction of 1-hydroxyxanthone (9) with prenyl bromide in alkaline medium, or by condensation of xanthone 9 with isoprene in the presence of orthophosphoric acid. The structural elucidation of the two new compounds 6,11, as well as an update of data for the already described prenylated derivatives 7,8,10 were accomplished by IR, UV, HRMS and NMR ( 1H, 13C, HSQC and HMBC) techniques. The effect of the prenylated xanthone derivatives on the in vitro growth of human tumor cell lines MCF-7 (breast adenocarcinoma) and NCI-H460 (non-small cell lung cancer) is also reported. Compounds 10 and 11 have been found to exhibit a moderate growth inhibitory activity against the MCF-7 cell line. (c) 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.
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spelling Antitumor activity of some prenylated xanthonesPyranoxanthones 6-8 were obtained by dehydrogenation of the respective dihydropyranoxanthones 3-5 with DDQ in dry dioxane. Two prenylated xanthones 10,11 were obtained from the reaction of 1-hydroxyxanthone (9) with prenyl bromide in alkaline medium, or by condensation of xanthone 9 with isoprene in the presence of orthophosphoric acid. The structural elucidation of the two new compounds 6,11, as well as an update of data for the already described prenylated derivatives 7,8,10 were accomplished by IR, UV, HRMS and NMR ( 1H, 13C, HSQC and HMBC) techniques. The effect of the prenylated xanthone derivatives on the in vitro growth of human tumor cell lines MCF-7 (breast adenocarcinoma) and NCI-H460 (non-small cell lung cancer) is also reported. Compounds 10 and 11 have been found to exhibit a moderate growth inhibitory activity against the MCF-7 cell line. (c) 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.20092009-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/10216/79519eng1424-824710.3390/ph2020033Castanheiro, RAPSilva, AMSCampos, NANNascimento, MSJPinto, MMMinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-29T13:01:21Zoai:repositorio-aberto.up.pt:10216/79519Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:31:56.882500Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Antitumor activity of some prenylated xanthones
title Antitumor activity of some prenylated xanthones
spellingShingle Antitumor activity of some prenylated xanthones
Castanheiro, RAP
title_short Antitumor activity of some prenylated xanthones
title_full Antitumor activity of some prenylated xanthones
title_fullStr Antitumor activity of some prenylated xanthones
title_full_unstemmed Antitumor activity of some prenylated xanthones
title_sort Antitumor activity of some prenylated xanthones
author Castanheiro, RAP
author_facet Castanheiro, RAP
Silva, AMS
Campos, NAN
Nascimento, MSJ
Pinto, MMM
author_role author
author2 Silva, AMS
Campos, NAN
Nascimento, MSJ
Pinto, MMM
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Castanheiro, RAP
Silva, AMS
Campos, NAN
Nascimento, MSJ
Pinto, MMM
description Pyranoxanthones 6-8 were obtained by dehydrogenation of the respective dihydropyranoxanthones 3-5 with DDQ in dry dioxane. Two prenylated xanthones 10,11 were obtained from the reaction of 1-hydroxyxanthone (9) with prenyl bromide in alkaline medium, or by condensation of xanthone 9 with isoprene in the presence of orthophosphoric acid. The structural elucidation of the two new compounds 6,11, as well as an update of data for the already described prenylated derivatives 7,8,10 were accomplished by IR, UV, HRMS and NMR ( 1H, 13C, HSQC and HMBC) techniques. The effect of the prenylated xanthone derivatives on the in vitro growth of human tumor cell lines MCF-7 (breast adenocarcinoma) and NCI-H460 (non-small cell lung cancer) is also reported. Compounds 10 and 11 have been found to exhibit a moderate growth inhibitory activity against the MCF-7 cell line. (c) 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.
publishDate 2009
dc.date.none.fl_str_mv 2009
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