Anacardic acid derivatives from Brazilian propolis and their antibacterial activity

Detalhes bibliográficos
Autor(a) principal: Silva,M. S. S.
Data de Publicação: 2008
Outros Autores: De Lima,S. G., Oliveira,E. H., Lopes,J. A. D., Chaves,M. H., Reis,F. A. M., Citó,A. M. G. L.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Eclética Química
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-46702008000300008
Resumo: Propolis is a sticky, gummy, resinous substance collected by honeybees (Apis mellifera L.) from various plant sources, which has excellent medicinal properties. This paper describes the isolation and identification of triterpenoids and anacardic acid derivatives from Brazilian propolis and their antibacterial activity. Their structures were elucidated by ¹H and 13C NMR, including uni- and bidimensional techniques; in addition, comparisons were made with data from academic literature. These compounds were identified as: cardanols (1a + 1b), cardols (2a + 2b), monoene anacardic acid (3), a-amirine (4), b-amirine (5), cycloartenol (6), 24-methylene-cycloartenol (7) and lupeol (8). The determination of the position of the double bond after a reaction with Dimethyl disulfide (DMDS) is described for the phenol derivatives. The ethanolic extract was tested in vitro for antimicrobial activity by using the disc diffusion method and it showed significant results against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Shigella spp.
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spelling Anacardic acid derivatives from Brazilian propolis and their antibacterial activityAnacardic acidAntibacterial activityTriterpenoidsBrazilian propolisAlkylthiolationPropolis is a sticky, gummy, resinous substance collected by honeybees (Apis mellifera L.) from various plant sources, which has excellent medicinal properties. This paper describes the isolation and identification of triterpenoids and anacardic acid derivatives from Brazilian propolis and their antibacterial activity. Their structures were elucidated by ¹H and 13C NMR, including uni- and bidimensional techniques; in addition, comparisons were made with data from academic literature. These compounds were identified as: cardanols (1a + 1b), cardols (2a + 2b), monoene anacardic acid (3), a-amirine (4), b-amirine (5), cycloartenol (6), 24-methylene-cycloartenol (7) and lupeol (8). The determination of the position of the double bond after a reaction with Dimethyl disulfide (DMDS) is described for the phenol derivatives. The ethanolic extract was tested in vitro for antimicrobial activity by using the disc diffusion method and it showed significant results against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Shigella spp.Fundação Editora da Universidade Estadual Paulista Júlio de Mesquita Filho - UNESP2008-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-46702008000300008Eclética Química v.33 n.3 2008reponame:Eclética Químicainstname:Universidade Estadual Paulista Júlio de Mesquita Filho (UNESP)instacron:UNESP10.1590/S0100-46702008000300008info:eu-repo/semantics/openAccessSilva,M. S. S.De Lima,S. G.Oliveira,E. H.Lopes,J. A. D.Chaves,M. H.Reis,F. A. M.Citó,A. M. G. L.eng2008-10-28T00:00:00Zoai:scielo:S0100-46702008000300008Revistahttp://revista.iq.unesp.br/ojs/index.php/ecletica/PUBhttps://revista.iq.unesp.br/ojs/index.php/ecletica/oaiecletica@ctrlk.com.br||ecletica@iq.unesp.br1678-46181678-4618opendoar:2008-10-28T00:00Eclética Química - Universidade Estadual Paulista Júlio de Mesquita Filho (UNESP)false
dc.title.none.fl_str_mv Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
title Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
spellingShingle Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
Silva,M. S. S.
Anacardic acid
Antibacterial activity
Triterpenoids
Brazilian propolis
Alkylthiolation
title_short Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
title_full Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
title_fullStr Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
title_full_unstemmed Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
title_sort Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
author Silva,M. S. S.
author_facet Silva,M. S. S.
De Lima,S. G.
Oliveira,E. H.
Lopes,J. A. D.
Chaves,M. H.
Reis,F. A. M.
Citó,A. M. G. L.
author_role author
author2 De Lima,S. G.
Oliveira,E. H.
Lopes,J. A. D.
Chaves,M. H.
Reis,F. A. M.
Citó,A. M. G. L.
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Silva,M. S. S.
De Lima,S. G.
Oliveira,E. H.
Lopes,J. A. D.
Chaves,M. H.
Reis,F. A. M.
Citó,A. M. G. L.
dc.subject.por.fl_str_mv Anacardic acid
Antibacterial activity
Triterpenoids
Brazilian propolis
Alkylthiolation
topic Anacardic acid
Antibacterial activity
Triterpenoids
Brazilian propolis
Alkylthiolation
description Propolis is a sticky, gummy, resinous substance collected by honeybees (Apis mellifera L.) from various plant sources, which has excellent medicinal properties. This paper describes the isolation and identification of triterpenoids and anacardic acid derivatives from Brazilian propolis and their antibacterial activity. Their structures were elucidated by ¹H and 13C NMR, including uni- and bidimensional techniques; in addition, comparisons were made with data from academic literature. These compounds were identified as: cardanols (1a + 1b), cardols (2a + 2b), monoene anacardic acid (3), a-amirine (4), b-amirine (5), cycloartenol (6), 24-methylene-cycloartenol (7) and lupeol (8). The determination of the position of the double bond after a reaction with Dimethyl disulfide (DMDS) is described for the phenol derivatives. The ethanolic extract was tested in vitro for antimicrobial activity by using the disc diffusion method and it showed significant results against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Shigella spp.
publishDate 2008
dc.date.none.fl_str_mv 2008-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-46702008000300008
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-46702008000300008
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0100-46702008000300008
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Fundação Editora da Universidade Estadual Paulista Júlio de Mesquita Filho - UNESP
publisher.none.fl_str_mv Fundação Editora da Universidade Estadual Paulista Júlio de Mesquita Filho - UNESP
dc.source.none.fl_str_mv Eclética Química v.33 n.3 2008
reponame:Eclética Química
instname:Universidade Estadual Paulista Júlio de Mesquita Filho (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista Júlio de Mesquita Filho (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Eclética Química
collection Eclética Química
repository.name.fl_str_mv Eclética Química - Universidade Estadual Paulista Júlio de Mesquita Filho (UNESP)
repository.mail.fl_str_mv ecletica@ctrlk.com.br||ecletica@iq.unesp.br
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