Anacardic acid derivatives from Brazilian propolis and their antibacterial activity
Autor(a) principal: | |
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Data de Publicação: | 2008 |
Outros Autores: | , , , , , |
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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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 |
_version_ |
1754734618494369792 |