Publicação
Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton
| Resumo: | The Plectranthus genus (Lamiaceae) is known to be rich in abietane diterpenes. The bioactive 6,7-dehydroxyroyleanone (DHR, 1) was previously isolated from Plectranthus madagascariensis var. madagascariensis and var. aliciae. This study aimed to explore the occurrence of DHR, 1, in P. aliciae and the potential bioactivities of new semisynthetic derivatives from DHR, 1. Several extraction methods were evaluated, and the hydrodistillation, using a Clevenger apparatus, afforded the highest yield (77.8 mg/g of 1 in the essential oil). Three new acyl derivatives (2-4) were successfully prepared from 1 (yields of 86-95%). Compounds 1-4 showed antioxidant activity, antibacterial effects, potent cytotoxic activity against several cell lines, and enhanced anti-inflammatory activity that surpassed dexamethasone (positive control). These findings encourage further exploration of derivatives 2-4 for potential mechanisms of antitumoral, antioxidant, and anti-inflammatory capabilities, studying both safety and efficacy. |
|---|---|
| Autores principais: | Filipe, Márcia Santos |
| Outros Autores: | Domínguez-Martín, Eva M.; Pires, Tânia C.S.P.; Finimundy, Tiane C.; Melgar Castañeda, Bruno; Mandim, Filipa; Isca, Vera M. S.; Pereira, Raquel; Teixidó-Trujillo, Silvia; Capote, Natalia A.; Nikolić, Milan; Filipović, Nenad; Díaz-Lanza, Ana M.; Figueiredo, Ana Cristina; Barros, Lillian; Rijo, Patrícia |
| Assunto: | Plectranthus Essential oil |
| Ano: | 2024 |
| País: | Portugal |
| Tipo de documento: | artigo |
| Tipo de acesso: | acesso aberto |
| Instituição associada: | Instituto Politécnico de Bragança |
| Idioma: | inglês |
| Origem: | Biblioteca Digital do IPB |
| _version_ | 1867173367394598912 |
|---|---|
| author | Filipe, Márcia Santos |
| author2 | Domínguez-Martín, Eva M. Pires, Tânia C.S.P. Finimundy, Tiane C. Melgar Castañeda, Bruno Mandim, Filipa Isca, Vera M. S. Pereira, Raquel Teixidó-Trujillo, Silvia Capote, Natalia A. Nikolić, Milan Filipović, Nenad Díaz-Lanza, Ana M. Figueiredo, Ana Cristina Barros, Lillian Rijo, Patrícia |
| author2_role | author author author author author author author author author author author author author author author |
| author_facet | Filipe, Márcia Santos Domínguez-Martín, Eva M. Pires, Tânia C.S.P. Finimundy, Tiane C. Melgar Castañeda, Bruno Mandim, Filipa Isca, Vera M. S. Pereira, Raquel Teixidó-Trujillo, Silvia Capote, Natalia A. Nikolić, Milan Filipović, Nenad Díaz-Lanza, Ana M. Figueiredo, Ana Cristina Barros, Lillian Rijo, Patrícia |
| author_role | author |
| contributor_name_str_mv | Biblioteca Digital do IPB |
| country_str | PT |
| creators_json_txt | [{\"Person.name\":\"Filipe, Márcia Santos\"},{\"Person.name\":\"Domínguez-Martín, Eva M.\"},{\"Person.name\":\"Pires, Tânia C.S.P.\",\"Person.identifier.orcid\":\"0000-0002-3954-3833\"},{\"Person.name\":\"Finimundy, Tiane C.\",\"Person.identifier.orcid\":\"0000-0003-3516-0795\"},{\"Person.name\":\"Melgar Castañeda, Bruno\",\"Person.identifier.orcid\":\"0000-0002-5825-6872\"},{\"Person.name\":\"Mandim, Filipa\",\"Person.identifier.orcid\":\"0000-0002-6494-2326\"},{\"Person.name\":\"Isca, Vera M. S.\"},{\"Person.name\":\"Pereira, Raquel\"},{\"Person.name\":\"Teixidó-Trujillo, Silvia\"},{\"Person.name\":\"Capote, Natalia A.\"},{\"Person.name\":\"Nikolić, Milan\"},{\"Person.name\":\"Filipović, Nenad\"},{\"Person.name\":\"Díaz-Lanza, Ana M.\"},{\"Person.name\":\"Figueiredo, Ana Cristina\"},{\"Person.name\":\"Barros, Lillian\",\"Person.identifier.orcid\":\"0000-0002-9050-5189\"},{\"Person.name\":\"Rijo, Patrícia\"}] |
| datacite.contributors.contributor.contributorName.fl_str_mv | Biblioteca Digital do IPB |
| datacite.creators.creator.creatorName.fl_str_mv | Filipe, Márcia Santos Domínguez-Martín, Eva M. Pires, Tânia C.S.P. Finimundy, Tiane C. Melgar Castañeda, Bruno Mandim, Filipa Isca, Vera M. S. Pereira, Raquel Teixidó-Trujillo, Silvia Capote, Natalia A. Nikolić, Milan Filipović, Nenad Díaz-Lanza, Ana M. Figueiredo, Ana Cristina Barros, Lillian Rijo, Patrícia |
| datacite.date.Accepted.fl_str_mv | 2024-01-01T00:00:00Z |
| datacite.date.available.fl_str_mv | 2024-05-02T10:13:25Z |
| datacite.date.embargoed.fl_str_mv | 2024-05-02T10:13:25Z |
| datacite.rights.fl_str_mv | http://purl.org/coar/access_right/c_abf2 |
| datacite.subjects.subject.fl_str_mv | Plectranthus Essential oil |
| datacite.titles.title.fl_str_mv | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton |
| dc.contributor.none.fl_str_mv | Biblioteca Digital do IPB |
| dc.creator.none.fl_str_mv | Filipe, Márcia Santos Domínguez-Martín, Eva M. Pires, Tânia C.S.P. Finimundy, Tiane C. Melgar Castañeda, Bruno Mandim, Filipa Isca, Vera M. S. Pereira, Raquel Teixidó-Trujillo, Silvia Capote, Natalia A. Nikolić, Milan Filipović, Nenad Díaz-Lanza, Ana M. Figueiredo, Ana Cristina Barros, Lillian Rijo, Patrícia |
| dc.date.Accepted.fl_str_mv | 2024-01-01T00:00:00Z |
| dc.date.available.fl_str_mv | 2024-05-02T10:13:25Z |
| dc.date.embargoed.fl_str_mv | 2024-05-02T10:13:25Z |
| dc.format.none.fl_str_mv | application/pdf |
| dc.identifier.none.fl_str_mv | http://hdl.handle.net/10198/29706 |
| dc.language.none.fl_str_mv | eng |
| dc.publisher.none.fl_str_mv | ACS |
| dc.rights.cclincense.fl_str_mv | http://creativecommons.org/licenses/by/4.0/ |
| dc.rights.none.fl_str_mv | http://purl.org/coar/access_right/c_abf2 |
| dc.subject.none.fl_str_mv | Plectranthus Essential oil |
| dc.title.fl_str_mv | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton |
| dc.type.none.fl_str_mv | http://purl.org/coar/resource_type/c_6501 |
| description | The Plectranthus genus (Lamiaceae) is known to be rich in abietane diterpenes. The bioactive 6,7-dehydroxyroyleanone (DHR, 1) was previously isolated from Plectranthus madagascariensis var. madagascariensis and var. aliciae. This study aimed to explore the occurrence of DHR, 1, in P. aliciae and the potential bioactivities of new semisynthetic derivatives from DHR, 1. Several extraction methods were evaluated, and the hydrodistillation, using a Clevenger apparatus, afforded the highest yield (77.8 mg/g of 1 in the essential oil). Three new acyl derivatives (2-4) were successfully prepared from 1 (yields of 86-95%). Compounds 1-4 showed antioxidant activity, antibacterial effects, potent cytotoxic activity against several cell lines, and enhanced anti-inflammatory activity that surpassed dexamethasone (positive control). These findings encourage further exploration of derivatives 2-4 for potential mechanisms of antitumoral, antioxidant, and anti-inflammatory capabilities, studying both safety and efficacy. |
| dirty | 0 |
| eu_rights_str_mv | openAccess |
| format | article |
| fulltext.url.fl_str_mv | https://bibliotecadigital.ipb.pt/bitstreams/c0e74c0c-0844-4615-a417-38dbf3b3da08/download |
| funding.funder.alternateName_str_mv | FCT FCT FCT FCT FCT FCT FCT FCT FCT |
| funding.funder.identifier_str_mv | http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 http://doi.org/10.13039/501100001871 |
| funding.funder.name_str_mv | Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia Fundação para a Ciência e a Tecnologia |
| funding.name_str_mv | 6817 - DCRRNI ID 6817 - DCRRNI ID 6817 - DCRRNI ID 6817 - DCRRNI ID 6817 - DCRRNI ID 6817 - DCRRNI ID 6817 - DCRRNI ID 6817 - DCRRNI ID |
| id | ipb_3abaa1a751b38be108fa3ec8eb855f3c |
| identifier.url.fl_str_mv | http://hdl.handle.net/10198/29706 |
| instacron_str | ipb |
| institution | Instituto Politécnico de Bragança |
| instname_str | Instituto Politécnico de Bragança |
| language | eng |
| network_acronym_str | ipb |
| network_name_str | Biblioteca Digital do IPB |
| oai_identifier_str | oai:bibliotecadigital.ipb.pt:10198/29706 |
| organization_str_mv | urn:organizationAcronym:ipb |
| person_str_mv | Filipe, Márcia Santos Domínguez-Martín, Eva M. Pires, Tânia C.S.P. Pires, Tânia C.S.P. https://www.ciencia-id.pt/321E-2D96-00CA 321E-2D96-00CA http://orcid.org/0000-0002-3954-3833 0000-0002-3954-3833 Finimundy, Tiane C. Finimundy, Tiane C. https://www.ciencia-id.pt/2F18-67B1-776A 2F18-67B1-776A http://orcid.org/0000-0003-3516-0795 0000-0003-3516-0795 Melgar Castañeda, Bruno Melgar Castañeda, Bruno https://www.ciencia-id.pt/801C-0CD0-033F 801C-0CD0-033F http://orcid.org/0000-0002-5825-6872 0000-0002-5825-6872 Mandim, Filipa Mandim, Filipa https://www.ciencia-id.pt/F318-9049-EB99 F318-9049-EB99 http://orcid.org/0000-0002-6494-2326 0000-0002-6494-2326 Isca, Vera M. S. Pereira, Raquel Teixidó-Trujillo, Silvia Capote, Natalia A. Nikolić, Milan Filipović, Nenad Díaz-Lanza, Ana M. Figueiredo, Ana Cristina Barros, Lillian Barros, Lillian https://www.ciencia-id.pt/9616-35CB-D001 9616-35CB-D001 http://orcid.org/0000-0002-9050-5189 0000-0002-9050-5189 Rijo, Patrícia |
| publishDate | 2024 |
| publisher.none.fl_str_mv | ACS |
| reponame_str | Biblioteca Digital do IPB |
| repository_id_str | urn:repositoryAcronym:ipb |
| service_str_mv | urn:repositoryAcronym:ipb |
| spelling | engACSpt_PTThe Plectranthus genus (Lamiaceae) is known to be rich in abietane diterpenes. The bioactive 6,7-dehydroxyroyleanone (DHR, 1) was previously isolated from Plectranthus madagascariensis var. madagascariensis and var. aliciae. This study aimed to explore the occurrence of DHR, 1, in P. aliciae and the potential bioactivities of new semisynthetic derivatives from DHR, 1. Several extraction methods were evaluated, and the hydrodistillation, using a Clevenger apparatus, afforded the highest yield (77.8 mg/g of 1 in the essential oil). Three new acyl derivatives (2-4) were successfully prepared from 1 (yields of 86-95%). Compounds 1-4 showed antioxidant activity, antibacterial effects, potent cytotoxic activity against several cell lines, and enhanced anti-inflammatory activity that surpassed dexamethasone (positive control). These findings encourage further exploration of derivatives 2-4 for potential mechanisms of antitumoral, antioxidant, and anti-inflammatory capabilities, studying both safety and efficacy.application/pdfpt_PTBiological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.PatonFilipe, Márcia SantosDomínguez-Martín, Eva M.PersonalPires, Tânia C.S.P.DSpacehttp://dspace.org/items/34af4d18-b8ae-4329-9450-69dc35ed448fDSpacehttp://dspace.org/items/34af4d18-b8ae-4329-9450-69dc35ed448fPiresTânia C.S.P.Ciência IDhttps://www.ciencia-id.pt321E-2D96-00CAORCIDhttp://orcid.org0000-0002-3954-3833Researcher IDhttps://www.researcherid.comQ-2842-2018Scopus Author IDhttps://www.scopus.com57057440000PersonalFinimundy, Tiane C.DSpacehttp://dspace.org/items/4f8767d4-4e62-4550-9b35-740cb2f672daDSpacehttp://dspace.org/items/4f8767d4-4e62-4550-9b35-740cb2f672daFinimundyTiane C.Ciência IDhttps://www.ciencia-id.pt2F18-67B1-776AORCIDhttp://orcid.org0000-0003-3516-0795PersonalMelgar Castañeda, BrunoDSpacehttp://dspace.org/items/2a1ce6c9-34e6-4304-a859-54f1afb5a09bDSpacehttp://dspace.org/items/2a1ce6c9-34e6-4304-a859-54f1afb5a09bMelgar CastañedaBrunoCiência IDhttps://www.ciencia-id.pt801C-0CD0-033FORCIDhttp://orcid.org0000-0002-5825-6872Scopus Author IDhttps://www.scopus.com56725706500Scopus Author IDhttps://www.scopus.com57194494387PersonalMandim, FilipaDSpacehttp://dspace.org/items/bcc274d4-7e6c-46a8-8e49-2752f9dbfbcdDSpacehttp://dspace.org/items/bcc274d4-7e6c-46a8-8e49-2752f9dbfbcdMandimFilipaCiência IDhttps://www.ciencia-id.ptF318-9049-EB99ORCIDhttp://orcid.org0000-0002-6494-2326Isca, Vera M. S.Pereira, RaquelTeixidó-Trujillo, SilviaCapote, Natalia A.Nikolić, MilanFilipović, NenadDíaz-Lanza, Ana M.Figueiredo, Ana CristinaPersonalBarros, LillianDSpacehttp://dspace.org/items/3af07ffe-f914-48ba-a5d5-efcf70fdce01DSpacehttp://dspace.org/items/3af07ffe-f914-48ba-a5d5-efcf70fdce01BarrosLillianCiência IDhttps://www.ciencia-id.pt9616-35CB-D001ORCIDhttp://orcid.org0000-0002-9050-5189Researcher IDhttps://www.researcherid.comJ-3600-2013Researcher IDhttps://www.researcherid.comJ-3600-2013Scopus Author IDhttps://www.scopus.com35236343600Scopus Author IDhttps://www.scopus.com57194900801Rijo, PatríciaHostingInstitutionOrganizationalBiblioteca Digital do IPBe-mailmailto:dspace@ipb.ptdspace@ipb.ptDOIIsPartOf10.1021/acsomega.3c100712024-05-02T10:13:25Z20242024-01-01T00:00:00ZHandlehttp://hdl.handle.net/10198/29706http://purl.org/coar/access_right/c_abf2open accessPlectranthusEssential oil2585175 bytesFundação para a Ciência e a TecnologiaResearch Center for Biosciences & Health Technologies6817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaResearch Center for Biosciences & Health Technologies6817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaMountain Research Center6817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaMountain Research Center6817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaCentre for Environmental and Marine Studies6817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaCentre for Environmental and Marine Studies6817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaCentre for Environmental and Marine Studies6817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaAssociate Laboratory for Sustainability and Tecnology in Mountain Regions6817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaIntegrated strategies for the development of a novel functional beverage with sustainable production systemsCrossref Funder IDhttp://doi.org/10.13039/501100001871literaturehttp://purl.org/coar/resource_type/c_6501journal article2024http://creativecommons.org/licenses/by/4.0/http://purl.org/coar/access_right/c_abf2application/pdffulltexthttps://bibliotecadigital.ipb.pt/bitstreams/c0e74c0c-0844-4615-a417-38dbf3b3da08/downloadACS Omega9161811318118 |
| spellingShingle | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton Filipe, Márcia Santos Plectranthus Essential oil |
| status | SINGLETON |
| subject.fl_str_mv | Plectranthus Essential oil |
| title | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton |
| title_full | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton |
| title_fullStr | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton |
| title_full_unstemmed | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton |
| title_short | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton |
| title_sort | Biological activity of 6,7-Dehydroxyroyleanone and derivatives obtained from Plectranthus aliciae (Codd) A.J.Paton |
| topic | Plectranthus Essential oil |
| topic_facet | Plectranthus Essential oil |
| url | http://hdl.handle.net/10198/29706 |
| visible | 1 |