Publicação
Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents
| Resumo: | Despite the available data regarding antimicrobial activity of phenolic acids, studies dealing with the effects of their metabolites or derivatives are scarce. Therefore, the antimicrobial and demelanizing activities of Coprinopsis atramentaria extract, its organic acids, and methylated and glucuronated derivatives were evaluated. The antifungal activity was stronger than the antibacterial effects. In general, individual compounds (mostly organic acids) gave higher activity than the extract and even higher than the standards used in the assays. Methylated derivatives presented the highest demelanizing activity toward Aspergillus niger, A. fumigatus and Penicillium verrucosum var. cyclopium). The inclusion of methyl groups in the parental compound (CoAM1, CoAM2 and CoAM3) strongly increased antibacterial and antifungal activities of CoA, while the inclusion of acetyl groups (CoAGP) increased the antifungal activity but the antibacterial properties were maintained. For HA and CA, the inclusion of methyl groups (HAM1, HAM2, HAM3 and CAM) increased the demelanizing activity, but decreased the antimicrobial properties. The present work contributes to the knowledge of the mechanisms involved in the antimicrobial properties of organic acids namely, phenolic acids, usually present in mushrooms. Organic acids, methylated and glucuronated derivatives could be used as antimicrobial agents. |
|---|---|
| Autores principais: | Heleno, Sandrina A. |
| Outros Autores: | Ferreira, Isabel C.F.R.; Ćirić, Ana; Glamočlija, Jasmina; Martins, Anabela; Queiroz, Maria João R.P.; Soković, Marina |
| Ano: | 2014 |
| 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_ | 1867173003033313280 |
|---|---|
| author | Heleno, Sandrina A. |
| author2 | Ferreira, Isabel C.F.R. Ćirić, Ana Glamočlija, Jasmina Martins, Anabela Queiroz, Maria João R.P. Soković, Marina |
| author2_role | author author author author author author |
| author_facet | Heleno, Sandrina A. Ferreira, Isabel C.F.R. Ćirić, Ana Glamočlija, Jasmina Martins, Anabela Queiroz, Maria João R.P. Soković, Marina |
| author_role | author |
| contributor_name_str_mv | Biblioteca Digital do IPB |
| country_str | PT |
| creators_json_txt | [{\"Person.name\":\"Heleno, Sandrina A.\",\"Person.identifier.orcid\":\"0000-0001-7224-1098\"},{\"Person.name\":\"Ferreira, Isabel C.F.R.\",\"Person.identifier.orcid\":\"0000-0003-4910-4882\"},{\"Person.name\":\"Ćirić, Ana\"},{\"Person.name\":\"Glamočlija, Jasmina\"},{\"Person.name\":\"Martins, Anabela\",\"Person.identifier.orcid\":\"0000-0001-6218-4413\"},{\"Person.name\":\"Queiroz, Maria João R.P.\"},{\"Person.name\":\"Soković, Marina\"}] |
| datacite.contributors.contributor.contributorName.fl_str_mv | Biblioteca Digital do IPB |
| datacite.creators.creator.creatorName.fl_str_mv | Heleno, Sandrina A. Ferreira, Isabel C.F.R. Ćirić, Ana Glamočlija, Jasmina Martins, Anabela Queiroz, Maria João R.P. Soković, Marina |
| datacite.date.Accepted.fl_str_mv | 2014-01-01T00:00:00Z |
| datacite.date.available.fl_str_mv | 2015-08-12T15:51:54Z |
| datacite.date.embargoed.fl_str_mv | 2015-08-12T15:51:54Z |
| datacite.rights.fl_str_mv | http://purl.org/coar/access_right/c_abf2 |
| datacite.titles.title.fl_str_mv | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents |
| dc.contributor.none.fl_str_mv | Biblioteca Digital do IPB |
| dc.creator.none.fl_str_mv | Heleno, Sandrina A. Ferreira, Isabel C.F.R. Ćirić, Ana Glamočlija, Jasmina Martins, Anabela Queiroz, Maria João R.P. Soković, Marina |
| dc.date.Accepted.fl_str_mv | 2014-01-01T00:00:00Z |
| dc.date.available.fl_str_mv | 2015-08-12T15:51:54Z |
| dc.date.embargoed.fl_str_mv | 2015-08-12T15:51:54Z |
| dc.format.none.fl_str_mv | application/pdf application/pdf |
| dc.identifier.none.fl_str_mv | http://hdl.handle.net/10198/12053 |
| dc.language.none.fl_str_mv | eng |
| dc.publisher.none.fl_str_mv | Royal Society of Chemistry |
| dc.rights.none.fl_str_mv | http://purl.org/coar/access_right/c_abf2 |
| dc.title.fl_str_mv | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents |
| dc.type.none.fl_str_mv | http://purl.org/coar/resource_type/c_6501 |
| description | Despite the available data regarding antimicrobial activity of phenolic acids, studies dealing with the effects of their metabolites or derivatives are scarce. Therefore, the antimicrobial and demelanizing activities of Coprinopsis atramentaria extract, its organic acids, and methylated and glucuronated derivatives were evaluated. The antifungal activity was stronger than the antibacterial effects. In general, individual compounds (mostly organic acids) gave higher activity than the extract and even higher than the standards used in the assays. Methylated derivatives presented the highest demelanizing activity toward Aspergillus niger, A. fumigatus and Penicillium verrucosum var. cyclopium). The inclusion of methyl groups in the parental compound (CoAM1, CoAM2 and CoAM3) strongly increased antibacterial and antifungal activities of CoA, while the inclusion of acetyl groups (CoAGP) increased the antifungal activity but the antibacterial properties were maintained. For HA and CA, the inclusion of methyl groups (HAM1, HAM2, HAM3 and CAM) increased the demelanizing activity, but decreased the antimicrobial properties. The present work contributes to the knowledge of the mechanisms involved in the antimicrobial properties of organic acids namely, phenolic acids, usually present in mushrooms. Organic acids, methylated and glucuronated derivatives could be used as antimicrobial agents. |
| dirty | 0 |
| eu_rights_str_mv | openAccess |
| format | article |
| fulltext.url.fl_str_mv | https://bibliotecadigital.ipb.pt/bitstreams/ca669b57-f224-4438-8f44-8cda82c7122a/download |
| funding.funder.alternateName_str_mv | 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 |
| 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 |
| funding.name_str_mv | 5876-PPCDTI 6820 - DCRRNI ID 6817 - DCRRNI ID |
| id | ipb_2df1e030ee71908f03a45cb963c67ad3 |
| identifier.url.fl_str_mv | http://hdl.handle.net/10198/12053 |
| 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:10198/12053 |
| organization_str_mv | urn:organizationAcronym:ipb |
| person_str_mv | Heleno, Sandrina A. Heleno, Sandrina A. https://www.ciencia-id.pt/8B18-3095-6FC9 8B18-3095-6FC9 http://orcid.org/0000-0001-7224-1098 0000-0001-7224-1098 Ferreira, Isabel C.F.R. Ferreira, Isabel C.F.R. https://www.ciencia-id.pt/9418-CF95-9919 9418-CF95-9919 http://orcid.org/0000-0003-4910-4882 0000-0003-4910-4882 Ćirić, Ana Glamočlija, Jasmina Martins, Anabela Martins, Anabela https://www.ciencia-id.pt/7B18-A810-6B93 7B18-A810-6B93 http://orcid.org/0000-0001-6218-4413 0000-0001-6218-4413 Queiroz, Maria João R.P. Soković, Marina |
| publishDate | 2014 |
| publisher.none.fl_str_mv | Royal Society of Chemistry |
| reponame_str | Biblioteca Digital do IPB |
| repository_id_str | urn:repositoryAcronym:ipb |
| service_str_mv | urn:repositoryAcronym:ipb |
| spelling | engRoyal Society of ChemistryporDespite the available data regarding antimicrobial activity of phenolic acids, studies dealing with the effects of their metabolites or derivatives are scarce. Therefore, the antimicrobial and demelanizing activities of Coprinopsis atramentaria extract, its organic acids, and methylated and glucuronated derivatives were evaluated. The antifungal activity was stronger than the antibacterial effects. In general, individual compounds (mostly organic acids) gave higher activity than the extract and even higher than the standards used in the assays. Methylated derivatives presented the highest demelanizing activity toward Aspergillus niger, A. fumigatus and Penicillium verrucosum var. cyclopium). The inclusion of methyl groups in the parental compound (CoAM1, CoAM2 and CoAM3) strongly increased antibacterial and antifungal activities of CoA, while the inclusion of acetyl groups (CoAGP) increased the antifungal activity but the antibacterial properties were maintained. For HA and CA, the inclusion of methyl groups (HAM1, HAM2, HAM3 and CAM) increased the demelanizing activity, but decreased the antimicrobial properties. The present work contributes to the knowledge of the mechanisms involved in the antimicrobial properties of organic acids namely, phenolic acids, usually present in mushrooms. Organic acids, methylated and glucuronated derivatives could be used as antimicrobial agents.application/pdfapplication/pdfporCoprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agentsPersonalHeleno, Sandrina A.DSpacehttp://dspace.org/items/e89b5bf5-d315-49b6-871e-fa8eb6030676DSpacehttp://dspace.org/items/e89b5bf5-d315-49b6-871e-fa8eb6030676HelenoSandrina A.Ciência IDhttps://www.ciencia-id.pt8B18-3095-6FC9ORCIDhttp://orcid.org0000-0001-7224-1098Researcher IDhttps://www.researcherid.comL-5951-2014Scopus Author IDhttps://www.scopus.com30067731800PersonalFerreira, Isabel C.F.R.DSpacehttp://dspace.org/items/bd0d1537-2e03-41fb-b27a-140af9c35db8DSpacehttp://dspace.org/items/bd0d1537-2e03-41fb-b27a-140af9c35db8FerreiraIsabel C.F.R.Ciência IDhttps://www.ciencia-id.pt9418-CF95-9919ORCIDhttp://orcid.org0000-0003-4910-4882Researcher IDhttps://www.researcherid.comE-8500-2013Scopus Author IDhttps://www.scopus.com36868826600Ćirić, AnaGlamočlija, JasminaPersonalMartins, AnabelaDSpacehttp://dspace.org/items/383370dd-10e5-40e6-9a15-f2201fe95581DSpacehttp://dspace.org/items/383370dd-10e5-40e6-9a15-f2201fe95581MartinsAnabelaCiência IDhttps://www.ciencia-id.pt7B18-A810-6B93ORCIDhttp://orcid.org0000-0001-6218-4413Researcher IDhttps://www.researcherid.comG-5488-2013Scopus Author IDhttps://www.scopus.com7203013518Queiroz, Maria João R.P.Soković, MarinaHostingInstitutionOrganizationalBiblioteca Digital do IPBe-mailmailto:dspace@ipb.ptdspace@ipb.ptISSNIsPartOf2042-6496DOIIsPartOf10.1039/c4fo00490f2015-08-12T15:51:54Z20142014-01-01T00:00:00ZHandlehttp://hdl.handle.net/10198/12053http://purl.org/coar/access_right/c_abf2open access197585 bytes444422 bytesFundação para a Ciência e a TecnologiaPortuguese Wild Mushrooms: Chemical characterization and functional study of antiproliferative and proapoptotic properties in cancer cell lines5876-PPCDTICrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaStrategic Project - UI 686 - 2011-20126820 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaStrategic Project - UI 690 - 2011-20126817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaIMPORTANT HUMAN METABOLITES OF PHENOLIC ACIDS FROM DIET WITH WILD EDIBLE MUSHROOMS: CHEMICAL SYNTHESIS AND STUDIES OF THEIR ANTIOXIDANT AND ANTITUMOR PROPERTIESCrossref Funder IDhttp://doi.org/10.13039/501100001871literaturehttp://purl.org/coar/resource_type/c_6501journal articlehttp://purl.org/coar/access_right/c_abf2application/pdffulltexthttps://bibliotecadigital.ipb.pt/bitstreams/ca669b57-f224-4438-8f44-8cda82c7122a/downloadhttp://purl.org/coar/access_right/c_abf2application/pdffulltexthttps://bibliotecadigital.ipb.pt/bitstreams/3e001fa8-60ba-4816-b433-14039cef392a/downloadFood & Function525212528 |
| spellingShingle | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents Heleno, Sandrina A. |
| status | SINGLETON |
| title | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents |
| title_full | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents |
| title_fullStr | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents |
| title_full_unstemmed | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents |
| title_short | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents |
| title_sort | Coprinopsis atramentaria extract, its organic acids, and synthesized glucuronated and methylated derivatives as antibacterial and antifungal agents |
| url | http://hdl.handle.net/10198/12053 |
| visible | 1 |