Publicação
Cryptolepine analogues containing basic aminoalkyl side-chains at C-11
| Resumo: | A series of cryptolepine derivatives has been synthesized through the incorporation of short basic side-chains in the C-11 position of the 10H-indolo[3,2-b] quinoline scaffold. Their antiplasmodial activity was evaluated in vitro against the chloroquine resistant Plasmodium falciparum W2 strain, showing IC50 values between 22 and 184 nM, while their cytotoxicity was assessed using HUVEC cells, revealing three compounds with a selectivity ratio higher than 10. The most selective of these derivatives, 4d, with a selectivity ratio of 46, was also the least cytotoxic of the series. (c) 2008 Elsevier Ltd. All rights reserved. |
|---|---|
| Autores principais: | Lavrado, Joao |
| Outros Autores: | Paulo, Alexandra; Gut, Jiri; Rosenthal, Philip J.; Moreira, Rui |
| Assunto: | Chemistry, Medicinal Chemistry, Organic |
| Ano: | 2008 |
| País: | Portugal |
| Tipo de documento: | artigo |
| Tipo de acesso: | acesso a metadados |
| Instituição associada: | Universidade de Lisboa |
| Idioma: | inglês |
| Origem: | Repositório da Universidade de Lisboa |
| _version_ | 1866809900664881152 |
|---|---|
| author | Lavrado, Joao |
| author2 | Paulo, Alexandra Gut, Jiri Rosenthal, Philip J. Moreira, Rui |
| author2_role | author author author author |
| author_facet | Lavrado, Joao Paulo, Alexandra Gut, Jiri Rosenthal, Philip J. Moreira, Rui |
| author_role | author |
| contributor_name_str_mv | Repositório Científico de Acesso Aberto da ULisboa |
| country_str | PT |
| creators_json_txt | [{\"Person.name\":\"Lavrado, Joao\"},{\"Person.name\":\"Paulo, Alexandra\"},{\"Person.name\":\"Gut, Jiri\"},{\"Person.name\":\"Rosenthal, Philip J.\"},{\"Person.name\":\"Moreira, Rui\"}] |
| datacite.contributors.contributor.contributorName.fl_str_mv | Repositório Científico de Acesso Aberto da ULisboa |
| datacite.creators.creator.creatorName.fl_str_mv | Lavrado, Joao Paulo, Alexandra Gut, Jiri Rosenthal, Philip J. Moreira, Rui |
| datacite.date.Accepted.fl_str_mv | 2008-01-01T00:00:00Z |
| datacite.date.available.fl_str_mv | 2015-12-30T10:18:31Z |
| datacite.date.embargoed.fl_str_mv | 2015-12-30T10:18:31Z |
| datacite.rights.fl_str_mv | http://purl.org/coar/access_right/c_14cb |
| datacite.subjects.subject.fl_str_mv | Chemistry, Medicinal Chemistry, Organic |
| datacite.titles.title.fl_str_mv | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 Synthesis, antiplasmodial activity, and cytotoxicity |
| dc.contributor.none.fl_str_mv | Repositório Científico de Acesso Aberto da ULisboa |
| dc.creator.none.fl_str_mv | Lavrado, Joao Paulo, Alexandra Gut, Jiri Rosenthal, Philip J. Moreira, Rui |
| dc.date.Accepted.fl_str_mv | 2008-01-01T00:00:00Z |
| dc.date.available.fl_str_mv | 2015-12-30T10:18:31Z |
| dc.date.embargoed.fl_str_mv | 2015-12-30T10:18:31Z |
| dc.identifier.none.fl_str_mv | http://hdl.handle.net/10451/21632 |
| dc.language.none.fl_str_mv | eng |
| dc.publisher.none.fl_str_mv | PERGAMON-ELSEVIER SCIENCE LTD |
| dc.rights.none.fl_str_mv | http://purl.org/coar/access_right/c_14cb |
| dc.subject.none.fl_str_mv | Chemistry, Medicinal Chemistry, Organic |
| dc.title.fl_str_mv | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 Synthesis, antiplasmodial activity, and cytotoxicity |
| dc.type.none.fl_str_mv | http://purl.org/coar/resource_type/c_6501 |
| description | A series of cryptolepine derivatives has been synthesized through the incorporation of short basic side-chains in the C-11 position of the 10H-indolo[3,2-b] quinoline scaffold. Their antiplasmodial activity was evaluated in vitro against the chloroquine resistant Plasmodium falciparum W2 strain, showing IC50 values between 22 and 184 nM, while their cytotoxicity was assessed using HUVEC cells, revealing three compounds with a selectivity ratio higher than 10. The most selective of these derivatives, 4d, with a selectivity ratio of 46, was also the least cytotoxic of the series. (c) 2008 Elsevier Ltd. All rights reserved. |
| dirty | 0 |
| eu_rights_str_mv | metadataOnlyAccess |
| format | article |
| id | ul_0a7e9c8e02a3279cd8d3f958ea55becd |
| identifier.url.fl_str_mv | http://hdl.handle.net/10451/21632 |
| instacron_str | ul |
| institution | Universidade de Lisboa |
| instname_str | Universidade de Lisboa |
| language | eng |
| network_acronym_str | ul |
| network_name_str | Repositório da Universidade de Lisboa |
| oai_identifier_str | oai:repositorio.ulisboa.pt:10451/21632 |
| organization_str_mv | urn:organizationAcronym:ul |
| person_str_mv | Lavrado, Joao Paulo, Alexandra Gut, Jiri Rosenthal, Philip J. Moreira, Rui |
| publishDate | 2008 |
| publisher.none.fl_str_mv | PERGAMON-ELSEVIER SCIENCE LTD |
| reponame_str | Repositório da Universidade de Lisboa |
| repository_id_str | urn:repositoryAcronym:ul |
| service_str_mv | urn:repositoryAcronym:ul |
| spelling | engPERGAMON-ELSEVIER SCIENCE LTDA series of cryptolepine derivatives has been synthesized through the incorporation of short basic side-chains in the C-11 position of the 10H-indolo[3,2-b] quinoline scaffold. Their antiplasmodial activity was evaluated in vitro against the chloroquine resistant Plasmodium falciparum W2 strain, showing IC50 values between 22 and 184 nM, while their cytotoxicity was assessed using HUVEC cells, revealing three compounds with a selectivity ratio higher than 10. The most selective of these derivatives, 4d, with a selectivity ratio of 46, was also the least cytotoxic of the series. (c) 2008 Elsevier Ltd. All rights reserved.Cryptolepine analogues containing basic aminoalkyl side-chains at C-11Synthesis, antiplasmodial activity, and cytotoxicityLavrado, JoaoPaulo, AlexandraGut, JiriRosenthal, Philip J.Moreira, RuiHostingInstitutionOrganizationalRepositório Científico de Acesso Aberto da ULisboae-mailmailto:repositorio@reitoria.ulisboa.ptrepositorio@reitoria.ulisboa.ptISSNIsPartOf0960-894XDOIIsPartOfhttp://dx.doi.org/10.1016/j.bmcl.2008.01.0152015-12-30T10:18:31Z20082008-01-01T00:00:00ZHandlehttp://hdl.handle.net/10451/21632http://purl.org/coar/access_right/c_14cbmetadata only accessChemistry, MedicinalChemistry, Organicliteraturehttp://purl.org/coar/resource_type/c_6501journal articleBIOORGANIC & MEDICINAL CHEMISTRY LETTERSVol. 1813781381 |
| spellingShingle | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 Lavrado, Joao Chemistry, Medicinal Chemistry, Organic |
| status | SINGLETON |
| subject.fl_str_mv | Chemistry, Medicinal Chemistry, Organic |
| title | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 |
| title_full | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 |
| title_fullStr | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 |
| title_full_unstemmed | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 |
| title_short | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 |
| title_sort | Cryptolepine analogues containing basic aminoalkyl side-chains at C-11 |
| topic | Chemistry, Medicinal Chemistry, Organic |
| topic_facet | Chemistry, Medicinal Chemistry, Organic |
| url | http://hdl.handle.net/10451/21632 |
| visible | 1 |