Synthesis and cytotoxic evaluation of new terpenylpurines

Detalhes bibliográficos
Autor(a) principal: Valles, Elena
Data de Publicação: 2016
Outros Autores: García, Pablo A., Miguel del Corral, José María, Pérez, Marta, Ferreira, Isabel C.F.R., Calhelha, Ricardo C., San Feliciano, Arturo, Castro, María Ángeles
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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spelling 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
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dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
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