Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/1822/63900 |
Resumo: | Mushroom extracts or isolated compounds may be useful in the search of new potent antimicrobial agents. Herein, it is described the synthesis of protected (acetylated) glucuronide derivatives of p-hydroxybenzoic and cinnamic acids, two compounds identified in the medicinal mushroom Ganoderma lucidum. Their antimicrobial and demelanizing activities were evaluated and compared to the parent acids and G. lucidum extract. p-Hydroxybenzoic and cinnamic acids, as also their protected glucuronide derivatives revealed high antimicrobial (antibacterial and antifungal) activity, even better than the one showed by commercial standards. Despite the variation in the order of parent acids and the protected glucuronide derivatives, their antimicrobial activity was always higher than the one revealed by the extract. Nevertheless, the extract was the only one with demelanizing activity against Aspergillus niger. The acetylated glucuronide derivatives could be deprotected to obtain glucuronide metabolites, which circulate in the human organism as products of the metabolism of the parent compounds. |
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Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl estersAcetylationAnti-Infective AgentsBenzoatesCinnamatesEstersGlucuronidesMagnetic Resonance SpectroscopyMelaninsPlant ExtractsReishiSpectrometry, Mass, Electrospray IonizationGanoderma lucidump-Hydroxybenzoic acidCinnamic acidAcetylated glucuronidesChemical synthesisAntimicrobial activityScience & TechnologyMushroom extracts or isolated compounds may be useful in the search of new potent antimicrobial agents. Herein, it is described the synthesis of protected (acetylated) glucuronide derivatives of p-hydroxybenzoic and cinnamic acids, two compounds identified in the medicinal mushroom Ganoderma lucidum. Their antimicrobial and demelanizing activities were evaluated and compared to the parent acids and G. lucidum extract. p-Hydroxybenzoic and cinnamic acids, as also their protected glucuronide derivatives revealed high antimicrobial (antibacterial and antifungal) activity, even better than the one showed by commercial standards. Despite the variation in the order of parent acids and the protected glucuronide derivatives, their antimicrobial activity was always higher than the one revealed by the extract. Nevertheless, the extract was the only one with demelanizing activity against Aspergillus niger. The acetylated glucuronide derivatives could be deprotected to obtain glucuronide metabolites, which circulate in the human organism as products of the metabolism of the parent compounds.The authors are grateful to Fundacao para a Ciencia e a Tecnologia (FCT, Portugal) for financial support to the Portuguese NMR network and to FCT and FEDER-COMPETE/QREN/EU for the financial support through the research project PTDC/AGR-ALI/110062/2009 and the research centres (PEst-C/QUI/UI0686/2011 and PEst-OE/AGR/UI0690/2011). S.A. Heleno (BD/70304/2010) also thanks FCT, POPH-QREN and FSE. The authors also thank to Serbian Ministry of Education and Science (Grant Number 173032) for financial support.Pergamon-Elsevier Science LtdUniversidade do MinhoHeleno, Sandrina A.Ferreira, Isabel C. F. R.Esteves, Ana PaulaĆirić, AnaGlamočlija, JasminaMartins, AnabelaSoković, MarinaQueiroz, Maria João R. P.2013-082013-08-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/63900eng0278-69151873-635110.1016/j.fct.2013.04.02523607932https://www.sciencedirect.com/science/article/pii/S0278691513002688info: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:RCAAP2023-07-21T12:01:41Zoai:repositorium.sdum.uminho.pt:1822/63900Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T18:51:37.835181Repositório 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 |
Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters |
title |
Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters |
spellingShingle |
Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters Heleno, Sandrina A. Acetylation Anti-Infective Agents Benzoates Cinnamates Esters Glucuronides Magnetic Resonance Spectroscopy Melanins Plant Extracts Reishi Spectrometry, Mass, Electrospray Ionization Ganoderma lucidum p-Hydroxybenzoic acid Cinnamic acid Acetylated glucuronides Chemical synthesis Antimicrobial activity Science & Technology |
title_short |
Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters |
title_full |
Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters |
title_fullStr |
Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters |
title_full_unstemmed |
Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters |
title_sort |
Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters |
author |
Heleno, Sandrina A. |
author_facet |
Heleno, Sandrina A. Ferreira, Isabel C. F. R. Esteves, Ana Paula Ćirić, Ana Glamočlija, Jasmina Martins, Anabela Soković, Marina Queiroz, Maria João R. P. |
author_role |
author |
author2 |
Ferreira, Isabel C. F. R. Esteves, Ana Paula Ćirić, Ana Glamočlija, Jasmina Martins, Anabela Soković, Marina Queiroz, Maria João R. P. |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Heleno, Sandrina A. Ferreira, Isabel C. F. R. Esteves, Ana Paula Ćirić, Ana Glamočlija, Jasmina Martins, Anabela Soković, Marina Queiroz, Maria João R. P. |
dc.subject.por.fl_str_mv |
Acetylation Anti-Infective Agents Benzoates Cinnamates Esters Glucuronides Magnetic Resonance Spectroscopy Melanins Plant Extracts Reishi Spectrometry, Mass, Electrospray Ionization Ganoderma lucidum p-Hydroxybenzoic acid Cinnamic acid Acetylated glucuronides Chemical synthesis Antimicrobial activity Science & Technology |
topic |
Acetylation Anti-Infective Agents Benzoates Cinnamates Esters Glucuronides Magnetic Resonance Spectroscopy Melanins Plant Extracts Reishi Spectrometry, Mass, Electrospray Ionization Ganoderma lucidum p-Hydroxybenzoic acid Cinnamic acid Acetylated glucuronides Chemical synthesis Antimicrobial activity Science & Technology |
description |
Mushroom extracts or isolated compounds may be useful in the search of new potent antimicrobial agents. Herein, it is described the synthesis of protected (acetylated) glucuronide derivatives of p-hydroxybenzoic and cinnamic acids, two compounds identified in the medicinal mushroom Ganoderma lucidum. Their antimicrobial and demelanizing activities were evaluated and compared to the parent acids and G. lucidum extract. p-Hydroxybenzoic and cinnamic acids, as also their protected glucuronide derivatives revealed high antimicrobial (antibacterial and antifungal) activity, even better than the one showed by commercial standards. Despite the variation in the order of parent acids and the protected glucuronide derivatives, their antimicrobial activity was always higher than the one revealed by the extract. Nevertheless, the extract was the only one with demelanizing activity against Aspergillus niger. The acetylated glucuronide derivatives could be deprotected to obtain glucuronide metabolites, which circulate in the human organism as products of the metabolism of the parent compounds. |
publishDate |
2013 |
dc.date.none.fl_str_mv |
2013-08 2013-08-01T00:00:00Z |
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/1822/63900 |
url |
http://hdl.handle.net/1822/63900 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
0278-6915 1873-6351 10.1016/j.fct.2013.04.025 23607932 https://www.sciencedirect.com/science/article/pii/S0278691513002688 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Pergamon-Elsevier Science Ltd |
publisher.none.fl_str_mv |
Pergamon-Elsevier Science Ltd |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799132288976420864 |