Synthesis and cytotoxic evaluation of new terpenylpurines
Autor(a) principal: | |
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Data de Publicação: | 2016 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10198/13641 |
Resumo: | Several new terpenylpurine derivatives were prepared through alkylation of different purines with halogenated reagents derived from natural terpenoids, commercially available or isolated from cones of C. sempervirens L. and further transformed into appropriate alkylated agents. Alkylation of the purines gave mixtures of 9- and 7-alkylpurines, being the 9-alkylpurines the major regioisomers. The presence of the terpenyl residue induced cytotoxicity on simple purines and, in general, that activity improved as the substituent was larger. The 7-diterpenyl-6-chloropurine E-21b was the most cytotoxic in the series and it can be considered an analogue of the marine natural compounds agelasines and agelasimines, which were taken as models for this work. |
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Synthesis and cytotoxic evaluation of new terpenylpurinesSeveral new terpenylpurine derivatives were prepared through alkylation of different purines with halogenated reagents derived from natural terpenoids, commercially available or isolated from cones of C. sempervirens L. and further transformed into appropriate alkylated agents. Alkylation of the purines gave mixtures of 9- and 7-alkylpurines, being the 9-alkylpurines the major regioisomers. The presence of the terpenyl residue induced cytotoxicity on simple purines and, in general, that activity improved as the substituent was larger. The 7-diterpenyl-6-chloropurine E-21b was the most cytotoxic in the series and it can be considered an analogue of the marine natural compounds agelasines and agelasimines, which were taken as models for this work.Royal Society of ChemistryBiblioteca Digital do IPBValles, ElenaGarcía, Pablo A.Miguel del Corral, José MaríaPérez, MartaFerreira, Isabel C.F.R.Calhelha, Ricardo C.San Feliciano, ArturoCastro, María Ángeles2016-12-22T11:04:48Z20162016-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/13641engValles, Elena; García, Pablo A.; Miguel del Corral, José María; Pérez, Marta; Ferreira, Isabel C.F.R.; Calhelha, Ricardo C.; San Feliciano, Arturo; Castro, María Ángeles (2016). Synthesis and cytotoxic evaluation of new terpenylpurines. RSC Advances. ISSN 2046-2069. 107:6, p. 105412-10542010.1039/C6RA24254Einfo: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:RCAAP2023-11-21T10:32:06Zoai:bibliotecadigital.ipb.pt:10198/13641Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:03:41.009585Repositório 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 |
Synthesis and cytotoxic evaluation of new terpenylpurines |
title |
Synthesis and cytotoxic evaluation of new terpenylpurines |
spellingShingle |
Synthesis and cytotoxic evaluation of new terpenylpurines Valles, Elena |
title_short |
Synthesis and cytotoxic evaluation of new terpenylpurines |
title_full |
Synthesis and cytotoxic evaluation of new terpenylpurines |
title_fullStr |
Synthesis and cytotoxic evaluation of new terpenylpurines |
title_full_unstemmed |
Synthesis and cytotoxic evaluation of new terpenylpurines |
title_sort |
Synthesis and cytotoxic evaluation of new terpenylpurines |
author |
Valles, Elena |
author_facet |
Valles, Elena García, Pablo A. Miguel del Corral, José María Pérez, Marta Ferreira, Isabel C.F.R. Calhelha, Ricardo C. San Feliciano, Arturo Castro, María Ángeles |
author_role |
author |
author2 |
García, Pablo A. Miguel del Corral, José María Pérez, Marta Ferreira, Isabel C.F.R. Calhelha, Ricardo C. San Feliciano, Arturo Castro, María Ángeles |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Biblioteca Digital do IPB |
dc.contributor.author.fl_str_mv |
Valles, Elena García, Pablo A. Miguel del Corral, José María Pérez, Marta Ferreira, Isabel C.F.R. Calhelha, Ricardo C. San Feliciano, Arturo Castro, María Ángeles |
description |
Several new terpenylpurine derivatives were prepared through alkylation of different purines with halogenated reagents derived from natural terpenoids, commercially available or isolated from cones of C. sempervirens L. and further transformed into appropriate alkylated agents. Alkylation of the purines gave mixtures of 9- and 7-alkylpurines, being the 9-alkylpurines the major regioisomers. The presence of the terpenyl residue induced cytotoxicity on simple purines and, in general, that activity improved as the substituent was larger. The 7-diterpenyl-6-chloropurine E-21b was the most cytotoxic in the series and it can be considered an analogue of the marine natural compounds agelasines and agelasimines, which were taken as models for this work. |
publishDate |
2016 |
dc.date.none.fl_str_mv |
2016-12-22T11:04:48Z 2016 2016-01-01T00:00:00Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10198/13641 |
url |
http://hdl.handle.net/10198/13641 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Valles, Elena; García, Pablo A.; Miguel del Corral, José María; Pérez, Marta; Ferreira, Isabel C.F.R.; Calhelha, Ricardo C.; San Feliciano, Arturo; Castro, María Ángeles (2016). Synthesis and cytotoxic evaluation of new terpenylpurines. RSC Advances. ISSN 2046-2069. 107:6, p. 105412-105420 10.1039/C6RA24254E |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Royal Society of Chemistry |
publisher.none.fl_str_mv |
Royal Society of Chemistry |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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