Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve
Descripción del Articulo
This work has been developed with the funding from Cienciactiva, an initiative of the National Council for Science, Technology and Technological Innovation (CONCYTEC) contract 239-2015-FONDECYT. In addition, this work was also supported by the French ANR grant ANR-15-CE29-0001. We express our thanks...
| Autores: | , , , , , , , , , , , , , , , |
|---|---|
| Formato: | artículo |
| Fecha de Publicación: | 2017 |
| Institución: | Consejo Nacional de Ciencia Tecnología e Innovación |
| Repositorio: | CONCYTEC-Institucional |
| Lenguaje: | inglés |
| OAI Identifier: | oai:repositorio.concytec.gob.pe:20.500.12390/763 |
| Enlace del recurso: | https://hdl.handle.net/20.500.12390/763 https://doi.org/10.1021/acs.jnatprod.6b01013 |
| Nivel de acceso: | acceso abierto |
| Materia: | leuconolam antiparasitic agent geissolosimine geissospermine Geissospermum laeve alkaloid extract indole alkaloid https://purl.org/pe-repo/ocde/ford#1.04.00 |
| id |
CONC_0203a76f8f5a4d1179740eb5b89b6e78 |
|---|---|
| oai_identifier_str |
oai:repositorio.concytec.gob.pe:20.500.12390/763 |
| network_acronym_str |
CONC |
| network_name_str |
CONCYTEC-Institucional |
| repository_id_str |
4689 |
| dc.title.none.fl_str_mv |
Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve |
| title |
Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve |
| spellingShingle |
Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve Fox Ramos A.E. leuconolam antiparasitic agent geissolosimine geissospermine Geissospermum laeve alkaloid extract Geissospermum laeve alkaloid extract indole alkaloid https://purl.org/pe-repo/ocde/ford#1.04.00 |
| title_short |
Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve |
| title_full |
Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve |
| title_fullStr |
Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve |
| title_full_unstemmed |
Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve |
| title_sort |
Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve |
| author |
Fox Ramos A.E. |
| author_facet |
Fox Ramos A.E. Alcover C. Evanno L. Maciuk A. Litaudon M. Duplais C. Bernadat G. Gallard J.-F. Jullian J.-C. Mouray E. Grellier P. Loiseau P.M. Pomel S. Poupon E. Champy P. Beniddir M.A. |
| author_role |
author |
| author2 |
Alcover C. Evanno L. Maciuk A. Litaudon M. Duplais C. Bernadat G. Gallard J.-F. Jullian J.-C. Mouray E. Grellier P. Loiseau P.M. Pomel S. Poupon E. Champy P. Beniddir M.A. |
| author2_role |
author author author author author author author author author author author author author author author |
| dc.contributor.author.fl_str_mv |
Fox Ramos A.E. Alcover C. Evanno L. Maciuk A. Litaudon M. Duplais C. Bernadat G. Gallard J.-F. Jullian J.-C. Mouray E. Grellier P. Loiseau P.M. Pomel S. Poupon E. Champy P. Beniddir M.A. |
| dc.subject.none.fl_str_mv |
leuconolam |
| topic |
leuconolam antiparasitic agent geissolosimine geissospermine Geissospermum laeve alkaloid extract Geissospermum laeve alkaloid extract indole alkaloid https://purl.org/pe-repo/ocde/ford#1.04.00 |
| dc.subject.es_PE.fl_str_mv |
antiparasitic agent geissolosimine geissospermine Geissospermum laeve alkaloid extract Geissospermum laeve alkaloid extract indole alkaloid |
| dc.subject.ocde.none.fl_str_mv |
https://purl.org/pe-repo/ocde/ford#1.04.00 |
| description |
This work has been developed with the funding from Cienciactiva, an initiative of the National Council for Science, Technology and Technological Innovation (CONCYTEC) contract 239-2015-FONDECYT. In addition, this work was also supported by the French ANR grant ANR-15-CE29-0001. We express our thanks to Dr. J. Bignon (ICSN) for performing the cytotoxic assays. We also thank K. Leblanc (BioCIS) for her assistance in the preparative HPLC purifications. We are grateful to Dr. M. Wang, Prof. P. Dorrestein, and Prof. N. Bandeira (University of California, San Diego) for developing and making public the GNPS platform. |
| publishDate |
2017 |
| dc.date.accessioned.none.fl_str_mv |
2024-05-30T23:13:38Z |
| dc.date.available.none.fl_str_mv |
2024-05-30T23:13:38Z |
| dc.date.issued.fl_str_mv |
2017 |
| dc.type.none.fl_str_mv |
info:eu-repo/semantics/article |
| format |
article |
| dc.identifier.uri.none.fl_str_mv |
https://hdl.handle.net/20.500.12390/763 |
| dc.identifier.doi.none.fl_str_mv |
https://doi.org/10.1021/acs.jnatprod.6b01013 |
| dc.identifier.scopus.none.fl_str_mv |
2-s2.0-85018403069 |
| dc.identifier.isi.none.fl_str_mv |
427405600003 |
| url |
https://hdl.handle.net/20.500.12390/763 https://doi.org/10.1021/acs.jnatprod.6b01013 |
| identifier_str_mv |
2-s2.0-85018403069 427405600003 |
| dc.language.iso.none.fl_str_mv |
eng |
| language |
eng |
| dc.relation.ispartof.none.fl_str_mv |
Journal of Natural Products |
| dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess |
| eu_rights_str_mv |
openAccess |
| dc.publisher.none.fl_str_mv |
American Chemical Society |
| publisher.none.fl_str_mv |
American Chemical Society |
| dc.source.none.fl_str_mv |
reponame:CONCYTEC-Institucional instname:Consejo Nacional de Ciencia Tecnología e Innovación instacron:CONCYTEC |
| instname_str |
Consejo Nacional de Ciencia Tecnología e Innovación |
| instacron_str |
CONCYTEC |
| institution |
CONCYTEC |
| reponame_str |
CONCYTEC-Institucional |
| collection |
CONCYTEC-Institucional |
| repository.name.fl_str_mv |
Repositorio Institucional CONCYTEC |
| repository.mail.fl_str_mv |
repositorio@concytec.gob.pe |
| _version_ |
1839175726029340672 |
| spelling |
Publicationrp01958600rp01951600rp01959600rp00829500rp01953600rp01956600rp01960600rp01952600rp01957600rp01949600rp01961600rp00830500rp00831500rp01955600rp01950600rp01954600Fox Ramos A.E.Alcover C.Evanno L.Maciuk A.Litaudon M.Duplais C.Bernadat G.Gallard J.-F.Jullian J.-C.Mouray E.Grellier P.Loiseau P.M.Pomel S.Poupon E.Champy P.Beniddir M.A.2024-05-30T23:13:38Z2024-05-30T23:13:38Z2017https://hdl.handle.net/20.500.12390/763https://doi.org/10.1021/acs.jnatprod.6b010132-s2.0-85018403069427405600003This work has been developed with the funding from Cienciactiva, an initiative of the National Council for Science, Technology and Technological Innovation (CONCYTEC) contract 239-2015-FONDECYT. In addition, this work was also supported by the French ANR grant ANR-15-CE29-0001. We express our thanks to Dr. J. Bignon (ICSN) for performing the cytotoxic assays. We also thank K. Leblanc (BioCIS) for her assistance in the preparative HPLC purifications. We are grateful to Dr. M. Wang, Prof. P. Dorrestein, and Prof. N. Bandeira (University of California, San Diego) for developing and making public the GNPS platform.Three new monoterpene indole alkaloids (1–3) have been isolated from the bark of Geissospermum laeve, together with the known alkaloids (−)-leuconolam (4), geissolosimine (5), and geissospermine (6). The structures of 1–3 were elucidated by analysis of their HRMS and NMR spectroscopic data. The absolute configuration of geissolaevine (1) was deduced from the comparison of experimental and theoretically calculated ECD spectra. The isolation workflow was guided by a molecular networking-based dereplication strategy using an in-house database of monoterpene indole alkaloids. In addition, five known compounds previously undescribed in the Geissospermum genus were dereplicated from the G. laeve alkaloid extract network and were assigned with various levels of identification confidence. The antiparasitic activities against Plasmodium falciparum and Leishmania donovani as well as the cytotoxic activity against the MRC-5 cell line were determined for compounds 1–5.Consejo Nacional de Ciencia, Tecnología e Innovación Tecnológica - ConcytecengAmerican Chemical SocietyJournal of Natural Productsinfo:eu-repo/semantics/openAccessleuconolamantiparasitic agent-1geissolosimine-1geissospermine-1Geissospermum laeve alkaloid extract-1Geissospermum laeve alkaloid extract-1indole alkaloid-1https://purl.org/pe-repo/ocde/ford#1.04.00-1Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeveinfo:eu-repo/semantics/articlereponame:CONCYTEC-Institucionalinstname:Consejo Nacional de Ciencia Tecnología e Innovacióninstacron:CONCYTEC#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#20.500.12390/763oai:repositorio.concytec.gob.pe:20.500.12390/7632024-05-30 15:22:52.508http://purl.org/coar/access_right/c_14cbinfo:eu-repo/semantics/closedAccessmetadata only accesshttps://repositorio.concytec.gob.peRepositorio Institucional CONCYTECrepositorio@concytec.gob.pe#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#<Publication xmlns="https://www.openaire.eu/cerif-profile/1.1/" id="bbfeec46-6a3e-4cf3-b939-435018dcf778"> <Type xmlns="https://www.openaire.eu/cerif-profile/vocab/COAR_Publication_Types">http://purl.org/coar/resource_type/c_1843</Type> <Language>eng</Language> <Title>Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve</Title> <PublishedIn> <Publication> <Title>Journal of Natural Products</Title> </Publication> </PublishedIn> <PublicationDate>2017</PublicationDate> <DOI>https://doi.org/10.1021/acs.jnatprod.6b01013</DOI> <ISI-Number>427405600003</ISI-Number> <SCP-Number>2-s2.0-85018403069</SCP-Number> <Authors> <Author> <DisplayName>Fox Ramos A.E.</DisplayName> <Person id="rp01958" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Alcover C.</DisplayName> <Person id="rp01951" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Evanno L.</DisplayName> <Person id="rp01959" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Maciuk A.</DisplayName> <Person id="rp00829" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Litaudon M.</DisplayName> <Person id="rp01953" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Duplais C.</DisplayName> <Person id="rp01956" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Bernadat G.</DisplayName> <Person id="rp01960" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Gallard J.-F.</DisplayName> <Person id="rp01952" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Jullian J.-C.</DisplayName> <Person id="rp01957" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Mouray E.</DisplayName> <Person id="rp01949" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Grellier P.</DisplayName> <Person id="rp01961" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Loiseau P.M.</DisplayName> <Person id="rp00830" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Pomel S.</DisplayName> <Person id="rp00831" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Poupon E.</DisplayName> <Person id="rp01955" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Champy P.</DisplayName> <Person id="rp01950" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> <Author> <DisplayName>Beniddir M.A.</DisplayName> <Person id="rp01954" /> <Affiliation> <OrgUnit> </OrgUnit> </Affiliation> </Author> </Authors> <Editors> </Editors> <Publishers> <Publisher> <DisplayName>American Chemical Society</DisplayName> <OrgUnit /> </Publisher> </Publishers> <Keyword>leuconolam</Keyword> <Keyword>antiparasitic agent</Keyword> <Keyword>geissolosimine</Keyword> <Keyword>geissospermine</Keyword> <Keyword>Geissospermum laeve alkaloid extract</Keyword> <Keyword>Geissospermum laeve alkaloid extract</Keyword> <Keyword>indole alkaloid</Keyword> <Abstract>Three new monoterpene indole alkaloids (1–3) have been isolated from the bark of Geissospermum laeve, together with the known alkaloids (−)-leuconolam (4), geissolosimine (5), and geissospermine (6). The structures of 1–3 were elucidated by analysis of their HRMS and NMR spectroscopic data. The absolute configuration of geissolaevine (1) was deduced from the comparison of experimental and theoretically calculated ECD spectra. The isolation workflow was guided by a molecular networking-based dereplication strategy using an in-house database of monoterpene indole alkaloids. In addition, five known compounds previously undescribed in the Geissospermum genus were dereplicated from the G. laeve alkaloid extract network and were assigned with various levels of identification confidence. The antiparasitic activities against Plasmodium falciparum and Leishmania donovani as well as the cytotoxic activity against the MRC-5 cell line were determined for compounds 1–5.</Abstract> <Access xmlns="http://purl.org/coar/access_right" > </Access> </Publication> -1 |
| score |
13.461011 |
Nota importante:
La información contenida en este registro es de entera responsabilidad de la institución que gestiona el repositorio institucional donde esta contenido este documento o set de datos. El CONCYTEC no se hace responsable por los contenidos (publicaciones y/o datos) accesibles a través del Repositorio Nacional Digital de Ciencia, Tecnología e Innovación de Acceso Abierto (ALICIA).
La información contenida en este registro es de entera responsabilidad de la institución que gestiona el repositorio institucional donde esta contenido este documento o set de datos. El CONCYTEC no se hace responsable por los contenidos (publicaciones y/o datos) accesibles a través del Repositorio Nacional Digital de Ciencia, Tecnología e Innovación de Acceso Abierto (ALICIA).
