Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages

Detalhes bibliográficos
Autor(a) principal: Pavarini, Daniel Petinatti
Data de Publicação: 2013
Outros Autores: Nogueira, Elídia Fernandes, Callejon, Daniel Roberto, Soares, Denis Melo, Souza, Glória Emilia Petto de, Cunha, Fernando de Queiroz, Lopes, João L. C., Lopes, Norberto Peporine
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFBA
Texto Completo: http://repositorio.ufba.br/ri/handle/ri/13717
Resumo: Texto completo. Acesso restrito. p. 993–998
id UFBA-2_92cabd5ceb61b19d466c61ee0147902c
oai_identifier_str oai:repositorio.ufba.br:ri/13717
network_acronym_str UFBA-2
network_name_str Repositório Institucional da UFBA
repository_id_str 1932
spelling Pavarini, Daniel PetinattiNogueira, Elídia FernandesCallejon, Daniel RobertoSoares, Denis MeloSouza, Glória Emilia Petto deCunha, Fernando de QueirozLopes, João L. C.Lopes, Norberto PeporinePavarini, Daniel PetinattiNogueira, Elídia FernandesCallejon, Daniel RobertoSoares, Denis MeloSouza, Glória Emilia Petto deCunha, Fernando de QueirozLopes, João L. C.Lopes, Norberto Peporine2013-11-18T21:11:12Z20130378-8741http://repositorio.ufba.br/ri/handle/ri/13717v. 148, n. 3Texto completo. Acesso restrito. p. 993–998Ethnopharmacology relevance Hydro alcoholic leaves extracts (HALE) of Lychnophora ericoides Mart. (“false arnica” or “arnica-da-serra”) had been popularly used against pain and inflammatory process. Aim The present work aimed to look for possible active volatile compounds that could be found in HALE of Lychnophora ericoides among the non volatile anti-inflammatory and analgesic compounds previously reported. Methods Harvests were performed during the end of the wet summer season (April) when scented branches were instantly collected and frozen. HALE's were simulated at the lab by following the procedures lectured by the locals. Mass Spectrometry experiments suggested structural information when using both EI–MS and ESI–MS/MS. After isolation through classical thin layer chromatography (TLC) procedures, the NMR experiments and signals assignments were carried out. The effects on the cytokines or nitric oxide (NO) production were assessed at in vitro assays that had monitored the levels of these substances on the supernatant of LPS-stimulated macrophage primary cell culture. Results The major metabolite from HALE was isolated from the essential oil and the major compound had its molecular formulae established by Mass Spectrometry (High Resolution) and its structure by NMR. Literature-based investigation enables us to define the structure of the new metabolite as 6-methyl-2-(4-methylcyclohex-4-enyl-2-acetyloxy) hept-5-en-2-ol and its name as orto-acetoxy-bisabolol. In vitro assay of interleukins release inhibition was carried out using rat peritoneal macrophages cultures. IL-1β and TNF-α levels were significantly reduced when cells were previously treated with low doses of orto-acetoxy-bisabolol, but neither IL-6 nor NO levels have their levels reduced. Results suggest that ethnical knowledge of anti-inflammatory and analgesic effects of the “arnica-da-serra” HALE may be associated to the orto-acetoxy-bisabolol ability on synthesis inhibition of the key inflammatory/hypernociceptive mediators. Conclusions Phytochemical investigation of the volatile active compounds in Lychnophora ericoides HALE allows us to isolate a new bisabolane derivative (orto-acetoxy-bisabolol) and to infer that this compound inhibits the synthesis of TNF-α and IL-1β, two important inflammatory mediators in the hypernociception. Our present data, in addition to literature's data, furnish scientific support to folk's use of Lychnophora ericoides as an endemic wound healer.Submitted by Santiago Fabio (fabio.ssantiago@hotmail.com) on 2013-10-15T19:41:24Z No. of bitstreams: 1 7777777777.pdf: 477284 bytes, checksum: 40c77d9a7dda891cb47f950b94ae6685 (MD5)Approved for entry into archive by Rodrigo Meirelles (rodrigomei@ufba.br) on 2013-11-18T21:11:12Z (GMT) No. of bitstreams: 1 7777777777.pdf: 477284 bytes, checksum: 40c77d9a7dda891cb47f950b94ae6685 (MD5)Made available in DSpace on 2013-11-18T21:11:12Z (GMT). No. of bitstreams: 1 7777777777.pdf: 477284 bytes, checksum: 40c77d9a7dda891cb47f950b94ae6685 (MD5) Previous issue date: 2013SalvadorJournal of Ethnopharmacologyhttp://www.sciencedirect.com/science/article/pii/S0378874113003383reponame:Repositório Institucional da UFBAinstname:Universidade Federal da Bahia (UFBA)instacron:UFBAArnica-da-serraAnti-inflammatoryOrto-acetoxy-bisabololAsteraceaeInterleukinesNitric oxideNovel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophagesJournal of Ethnopharmacologyinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article10000-01-01info:eu-repo/semantics/openAccessengLICENSElicense.txtlicense.txttext/plain1365https://repositorio.ufba.br/bitstream/ri/13717/2/license.txt5371a150bdc863f78dcf39281543bd86MD52ORIGINAL7777777777.pdf7777777777.pdfapplication/pdf477284https://repositorio.ufba.br/bitstream/ri/13717/1/7777777777.pdf40c77d9a7dda891cb47f950b94ae6685MD51TEXT7777777777.pdf.txt7777777777.pdf.txtExtracted texttext/plain33764https://repositorio.ufba.br/bitstream/ri/13717/3/7777777777.pdf.txt38e9baaf18081061ebaf4a4f4179d0b9MD53ri/137172022-07-05 14:03:24.05oai:repositorio.ufba.br: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Repositório InstitucionalPUBhttp://192.188.11.11:8080/oai/requestopendoar:19322022-07-05T17:03:24Repositório Institucional da UFBA - Universidade Federal da Bahia (UFBA)false
dc.title.pt_BR.fl_str_mv Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages
dc.title.alternative.pt_BR.fl_str_mv Journal of Ethnopharmacology
title Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages
spellingShingle Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages
Pavarini, Daniel Petinatti
Arnica-da-serra
Anti-inflammatory
Orto-acetoxy-bisabolol
Asteraceae
Interleukines
Nitric oxide
title_short Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages
title_full Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages
title_fullStr Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages
title_full_unstemmed Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages
title_sort Novel bisabolane derivative from “arnica-da-serra” (Vernonieae: Asteraceae) reduces pro-nociceptive cytokines levels in LPS-stimulated rat macrophages
author Pavarini, Daniel Petinatti
author_facet Pavarini, Daniel Petinatti
Nogueira, Elídia Fernandes
Callejon, Daniel Roberto
Soares, Denis Melo
Souza, Glória Emilia Petto de
Cunha, Fernando de Queiroz
Lopes, João L. C.
Lopes, Norberto Peporine
author_role author
author2 Nogueira, Elídia Fernandes
Callejon, Daniel Roberto
Soares, Denis Melo
Souza, Glória Emilia Petto de
Cunha, Fernando de Queiroz
Lopes, João L. C.
Lopes, Norberto Peporine
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Pavarini, Daniel Petinatti
Nogueira, Elídia Fernandes
Callejon, Daniel Roberto
Soares, Denis Melo
Souza, Glória Emilia Petto de
Cunha, Fernando de Queiroz
Lopes, João L. C.
Lopes, Norberto Peporine
Pavarini, Daniel Petinatti
Nogueira, Elídia Fernandes
Callejon, Daniel Roberto
Soares, Denis Melo
Souza, Glória Emilia Petto de
Cunha, Fernando de Queiroz
Lopes, João L. C.
Lopes, Norberto Peporine
dc.subject.por.fl_str_mv Arnica-da-serra
Anti-inflammatory
Orto-acetoxy-bisabolol
Asteraceae
Interleukines
Nitric oxide
topic Arnica-da-serra
Anti-inflammatory
Orto-acetoxy-bisabolol
Asteraceae
Interleukines
Nitric oxide
description Texto completo. Acesso restrito. p. 993–998
publishDate 2013
dc.date.accessioned.fl_str_mv 2013-11-18T21:11:12Z
dc.date.issued.fl_str_mv 2013
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://repositorio.ufba.br/ri/handle/ri/13717
dc.identifier.issn.none.fl_str_mv 0378-8741
dc.identifier.number.pt_BR.fl_str_mv v. 148, n. 3
identifier_str_mv 0378-8741
v. 148, n. 3
url http://repositorio.ufba.br/ri/handle/ri/13717
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Journal of Ethnopharmacology
publisher.none.fl_str_mv Journal of Ethnopharmacology
dc.source.pt_BR.fl_str_mv http://www.sciencedirect.com/science/article/pii/S0378874113003383
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFBA
instname:Universidade Federal da Bahia (UFBA)
instacron:UFBA
instname_str Universidade Federal da Bahia (UFBA)
instacron_str UFBA
institution UFBA
reponame_str Repositório Institucional da UFBA
collection Repositório Institucional da UFBA
bitstream.url.fl_str_mv https://repositorio.ufba.br/bitstream/ri/13717/2/license.txt
https://repositorio.ufba.br/bitstream/ri/13717/1/7777777777.pdf
https://repositorio.ufba.br/bitstream/ri/13717/3/7777777777.pdf.txt
bitstream.checksum.fl_str_mv 5371a150bdc863f78dcf39281543bd86
40c77d9a7dda891cb47f950b94ae6685
38e9baaf18081061ebaf4a4f4179d0b9
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
MD5
repository.name.fl_str_mv Repositório Institucional da UFBA - Universidade Federal da Bahia (UFBA)
repository.mail.fl_str_mv
_version_ 1801502522009976832