LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Outros Autores: | , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1007/s13659-018-0192-8 http://hdl.handle.net/11449/189531 |
Resumo: | Abstract: We recognize the chemical composition of the acetonic extract of Rhizophora mangle barks (AERM) using mass spectrometry analysis [liquid chromatography (LC)–ESI–IT-MS/MS and matrix-assisted laser desorption/ionization-time of flight-MS (MALDI-TOF)]. Analgesic activity was evaluated by formalin and tail-flick experimental assays. Anti-inflammatory activity was performed by paw edema test induced by carrageenan and 48/80 compounds. The first series of experiments involved [LC]–FIA–IT-MS/MS with 11 separated catechins derivatives until degree of polymerization 3 (DP3). The spectra obtained by MALDI-TOF analysis of the AERM presented two homologous series: one based on polymers of m/z 288 Da increments (up to DP12) and another series based on polymers of m/z [288 + 162] Da increments (up to DP11). In addition to these series of flavan-3-ol, each DP had a subset of masses with a variation of − 16 Da (homologous series of afzelechins—m/z 873–3465 Da) and + 16 Da (homologous series of gallocatechins—m/z 905–3497 Da). A similar pattern with homologous series of gallocatechins and afzelechins could also be observed for a fifth and a sixth monohexoside series: glucogallocatechins (m/z 779–3371) and glucoafzelechins (m/z 747–3339). The intraperitoneal administration of different doses of AERM (50, 150 and 300 µg mL−1) have a morphine-like effect and intense anti-inflammatory activity. Graphical Abstract: [Figure not available: see fulltext.]. |
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LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory PropertiesAnti-inflammatoryCatechinsMangrovesMorphine-like effectTanninsAbstract: We recognize the chemical composition of the acetonic extract of Rhizophora mangle barks (AERM) using mass spectrometry analysis [liquid chromatography (LC)–ESI–IT-MS/MS and matrix-assisted laser desorption/ionization-time of flight-MS (MALDI-TOF)]. Analgesic activity was evaluated by formalin and tail-flick experimental assays. Anti-inflammatory activity was performed by paw edema test induced by carrageenan and 48/80 compounds. The first series of experiments involved [LC]–FIA–IT-MS/MS with 11 separated catechins derivatives until degree of polymerization 3 (DP3). The spectra obtained by MALDI-TOF analysis of the AERM presented two homologous series: one based on polymers of m/z 288 Da increments (up to DP12) and another series based on polymers of m/z [288 + 162] Da increments (up to DP11). In addition to these series of flavan-3-ol, each DP had a subset of masses with a variation of − 16 Da (homologous series of afzelechins—m/z 873–3465 Da) and + 16 Da (homologous series of gallocatechins—m/z 905–3497 Da). A similar pattern with homologous series of gallocatechins and afzelechins could also be observed for a fifth and a sixth monohexoside series: glucogallocatechins (m/z 779–3371) and glucoafzelechins (m/z 747–3339). The intraperitoneal administration of different doses of AERM (50, 150 and 300 µg mL−1) have a morphine-like effect and intense anti-inflammatory activity. Graphical Abstract: [Figure not available: see fulltext.].Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Laboratory of Bioprospection of Natural Products (LBPN) UNESP - São Paulo State University/Coastal Campus of São Vicente, Pça Infante Dom Henrique S/NLaboratório de Estudos Avançados em Fitomedicamentos (LEAF) UFMA - Federal University of Maranhão, Av. dos Portugueses, 1966 - BacangaEmbrapa Agroenergy Brazilian Agricultural Research Corporation, W3 Norte, PqEBLaboratory of Bioprospection of Natural Products (LBPN) UNESP - São Paulo State University/Coastal Campus of São Vicente, Pça Infante Dom Henrique S/NFAPESP: 2009/52237-9FAPESP: 2014/23951-3Universidade Estadual Paulista (Unesp)UFMA - Federal University of MaranhãoEmpresa Brasileira de Pesquisa Agropecuária (EMBRAPA)de Souza Mesquita, Leonardo Mendes [UNESP]Rodrigues, Caroline Fabri Bittencourt [UNESP]da Rocha, Cláudia Quintino [UNESP]Bianchim, Mayara Silveira [UNESP]Rodrigues, Clenilson Martinsde Oliveira, Vanda MariaGaeta, Henrique Hessel [UNESP]Belchor, Mariana Novo [UNESP]Toyama, Marcos Hikari [UNESP]Vilegas, Wagner [UNESP]2019-10-06T16:43:42Z2019-10-06T16:43:42Z2019-02-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article23-34http://dx.doi.org/10.1007/s13659-018-0192-8Natural Products and Bioprospecting, v. 9, n. 1, p. 23-34, 2019.2192-22092192-2195http://hdl.handle.net/11449/18953110.1007/s13659-018-0192-82-s2.0-850709875828573195327542061Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengNatural Products and Bioprospectinginfo:eu-repo/semantics/openAccess2021-10-22T21:16:02Zoai:repositorio.unesp.br:11449/189531Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T22:21:43.322320Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties |
title |
LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties |
spellingShingle |
LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties de Souza Mesquita, Leonardo Mendes [UNESP] Anti-inflammatory Catechins Mangroves Morphine-like effect Tannins |
title_short |
LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties |
title_full |
LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties |
title_fullStr |
LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties |
title_full_unstemmed |
LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties |
title_sort |
LC–ESI–IT-MS/MS and MALDI-TOF Approach: Identification of Natural Polymers from Rhizophora mangle Barks and Determination of Their Analgesic and Anti-inflammatory Properties |
author |
de Souza Mesquita, Leonardo Mendes [UNESP] |
author_facet |
de Souza Mesquita, Leonardo Mendes [UNESP] Rodrigues, Caroline Fabri Bittencourt [UNESP] da Rocha, Cláudia Quintino [UNESP] Bianchim, Mayara Silveira [UNESP] Rodrigues, Clenilson Martins de Oliveira, Vanda Maria Gaeta, Henrique Hessel [UNESP] Belchor, Mariana Novo [UNESP] Toyama, Marcos Hikari [UNESP] Vilegas, Wagner [UNESP] |
author_role |
author |
author2 |
Rodrigues, Caroline Fabri Bittencourt [UNESP] da Rocha, Cláudia Quintino [UNESP] Bianchim, Mayara Silveira [UNESP] Rodrigues, Clenilson Martins de Oliveira, Vanda Maria Gaeta, Henrique Hessel [UNESP] Belchor, Mariana Novo [UNESP] Toyama, Marcos Hikari [UNESP] Vilegas, Wagner [UNESP] |
author2_role |
author author author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) UFMA - Federal University of Maranhão Empresa Brasileira de Pesquisa Agropecuária (EMBRAPA) |
dc.contributor.author.fl_str_mv |
de Souza Mesquita, Leonardo Mendes [UNESP] Rodrigues, Caroline Fabri Bittencourt [UNESP] da Rocha, Cláudia Quintino [UNESP] Bianchim, Mayara Silveira [UNESP] Rodrigues, Clenilson Martins de Oliveira, Vanda Maria Gaeta, Henrique Hessel [UNESP] Belchor, Mariana Novo [UNESP] Toyama, Marcos Hikari [UNESP] Vilegas, Wagner [UNESP] |
dc.subject.por.fl_str_mv |
Anti-inflammatory Catechins Mangroves Morphine-like effect Tannins |
topic |
Anti-inflammatory Catechins Mangroves Morphine-like effect Tannins |
description |
Abstract: We recognize the chemical composition of the acetonic extract of Rhizophora mangle barks (AERM) using mass spectrometry analysis [liquid chromatography (LC)–ESI–IT-MS/MS and matrix-assisted laser desorption/ionization-time of flight-MS (MALDI-TOF)]. Analgesic activity was evaluated by formalin and tail-flick experimental assays. Anti-inflammatory activity was performed by paw edema test induced by carrageenan and 48/80 compounds. The first series of experiments involved [LC]–FIA–IT-MS/MS with 11 separated catechins derivatives until degree of polymerization 3 (DP3). The spectra obtained by MALDI-TOF analysis of the AERM presented two homologous series: one based on polymers of m/z 288 Da increments (up to DP12) and another series based on polymers of m/z [288 + 162] Da increments (up to DP11). In addition to these series of flavan-3-ol, each DP had a subset of masses with a variation of − 16 Da (homologous series of afzelechins—m/z 873–3465 Da) and + 16 Da (homologous series of gallocatechins—m/z 905–3497 Da). A similar pattern with homologous series of gallocatechins and afzelechins could also be observed for a fifth and a sixth monohexoside series: glucogallocatechins (m/z 779–3371) and glucoafzelechins (m/z 747–3339). The intraperitoneal administration of different doses of AERM (50, 150 and 300 µg mL−1) have a morphine-like effect and intense anti-inflammatory activity. Graphical Abstract: [Figure not available: see fulltext.]. |
publishDate |
2019 |
dc.date.none.fl_str_mv |
2019-10-06T16:43:42Z 2019-10-06T16:43:42Z 2019-02-01 |
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://dx.doi.org/10.1007/s13659-018-0192-8 Natural Products and Bioprospecting, v. 9, n. 1, p. 23-34, 2019. 2192-2209 2192-2195 http://hdl.handle.net/11449/189531 10.1007/s13659-018-0192-8 2-s2.0-85070987582 8573195327542061 |
url |
http://dx.doi.org/10.1007/s13659-018-0192-8 http://hdl.handle.net/11449/189531 |
identifier_str_mv |
Natural Products and Bioprospecting, v. 9, n. 1, p. 23-34, 2019. 2192-2209 2192-2195 10.1007/s13659-018-0192-8 2-s2.0-85070987582 8573195327542061 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Natural Products and Bioprospecting |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
23-34 |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808129420312969216 |