PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)

Detalhes bibliográficos
Autor(a) principal: Santos,Josana Pereira dos
Data de Publicação: 2020
Outros Autores: Oliveira,Willian Xerxes Coelho, Vieira-Filho,Sidney A., Pereira,Rafael C. G., Souza,Grasiely Faria de, Gouveia,Viviane Alves, Sabino,Adriano de Paula, Evangelista,Fernanda C. G., Takahashi,Jacqueline Aparecida, Moura,Marília A. F., Almeida,Filipe B., Duarte,Lucienir Pains
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422020000500558
Resumo: Salacia crassifolia traditionally known as “Bacupari-do-Cerrado” is used to treat kidney problems, and as a healing agent for coughs and malaria. The phytochemical study of the S. crassifolia roots led to the isolation of thirteen compounds: abruslactone-A (1), urs-12-ene-3β,25,30-triol (2), carioprystimerin (3), β-sitosterol (4), pristimerin (5), dispermoquinone (6), netzahualcoyonol (7), 20-hydroxy-20-epi-tingenone (8), 6-oxo-pristimerol (9), 9β,10β-epoxi-3β-hydroxy-1βH,4βH,5βH,7βH,11αH-guaian-12,8β-olide (10), 3-O-b-D-glucosyl-b-sitosterol (11), 4`-O-methylepigalocatechin (12) and cerebroside (13). The chemical structures of 1-13 were determined by IR, 1D/2D NMR together with X-ray diffractometry. Compounds 2 and 10 are herein described for the first time. Extracts of S. crassifolia and compounds 3, 5, 8 and 9 were evaluated on acetylcholinesterase inhibition, in vitro cytotoxic activity and in vivo toxicity tests using Caenorhabditis elegans model. All tested compounds inhibited acetylcholinesterase, and compounds 3, 8 and 9 demonstrated a greater potential when compared to the standard eserine. The tested compounds showed low cytotoxicity against the THP-1, K562 and MDA-MB-231 cancer cell lines. None of the tested compounds and extracts were toxic against C. elegans since the larvae survival rate in L1 stage was higher than 90%.
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spelling PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)triterpenoidscaryopristimeringuaianolideC. elegansacetylcholinesteraseSalacia crassifolia traditionally known as “Bacupari-do-Cerrado” is used to treat kidney problems, and as a healing agent for coughs and malaria. The phytochemical study of the S. crassifolia roots led to the isolation of thirteen compounds: abruslactone-A (1), urs-12-ene-3β,25,30-triol (2), carioprystimerin (3), β-sitosterol (4), pristimerin (5), dispermoquinone (6), netzahualcoyonol (7), 20-hydroxy-20-epi-tingenone (8), 6-oxo-pristimerol (9), 9β,10β-epoxi-3β-hydroxy-1βH,4βH,5βH,7βH,11αH-guaian-12,8β-olide (10), 3-O-b-D-glucosyl-b-sitosterol (11), 4`-O-methylepigalocatechin (12) and cerebroside (13). The chemical structures of 1-13 were determined by IR, 1D/2D NMR together with X-ray diffractometry. Compounds 2 and 10 are herein described for the first time. Extracts of S. crassifolia and compounds 3, 5, 8 and 9 were evaluated on acetylcholinesterase inhibition, in vitro cytotoxic activity and in vivo toxicity tests using Caenorhabditis elegans model. All tested compounds inhibited acetylcholinesterase, and compounds 3, 8 and 9 demonstrated a greater potential when compared to the standard eserine. The tested compounds showed low cytotoxicity against the THP-1, K562 and MDA-MB-231 cancer cell lines. None of the tested compounds and extracts were toxic against C. elegans since the larvae survival rate in L1 stage was higher than 90%.Sociedade Brasileira de Química2020-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422020000500558Química Nova v.43 n.5 2020reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170520info:eu-repo/semantics/openAccessSantos,Josana Pereira dosOliveira,Willian Xerxes CoelhoVieira-Filho,Sidney A.Pereira,Rafael C. G.Souza,Grasiely Faria deGouveia,Viviane AlvesSabino,Adriano de PaulaEvangelista,Fernanda C. G.Takahashi,Jacqueline AparecidaMoura,Marília A. F.Almeida,Filipe B.Duarte,Lucienir Painseng2020-06-25T00:00:00Zoai:scielo:S0100-40422020000500558Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2020-06-25T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)
title PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)
spellingShingle PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)
Santos,Josana Pereira dos
triterpenoids
caryopristimerin
guaianolide
C. elegans
acetylcholinesterase
title_short PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)
title_full PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)
title_fullStr PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)
title_full_unstemmed PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)
title_sort PHYTOCHEMICAL AND BIOLOGICAL STUDIES OF CONSTITUENTS FROM ROOTS OF Salacia crassifolia (CELASTRACEAE)
author Santos,Josana Pereira dos
author_facet Santos,Josana Pereira dos
Oliveira,Willian Xerxes Coelho
Vieira-Filho,Sidney A.
Pereira,Rafael C. G.
Souza,Grasiely Faria de
Gouveia,Viviane Alves
Sabino,Adriano de Paula
Evangelista,Fernanda C. G.
Takahashi,Jacqueline Aparecida
Moura,Marília A. F.
Almeida,Filipe B.
Duarte,Lucienir Pains
author_role author
author2 Oliveira,Willian Xerxes Coelho
Vieira-Filho,Sidney A.
Pereira,Rafael C. G.
Souza,Grasiely Faria de
Gouveia,Viviane Alves
Sabino,Adriano de Paula
Evangelista,Fernanda C. G.
Takahashi,Jacqueline Aparecida
Moura,Marília A. F.
Almeida,Filipe B.
Duarte,Lucienir Pains
author2_role author
author
author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Santos,Josana Pereira dos
Oliveira,Willian Xerxes Coelho
Vieira-Filho,Sidney A.
Pereira,Rafael C. G.
Souza,Grasiely Faria de
Gouveia,Viviane Alves
Sabino,Adriano de Paula
Evangelista,Fernanda C. G.
Takahashi,Jacqueline Aparecida
Moura,Marília A. F.
Almeida,Filipe B.
Duarte,Lucienir Pains
dc.subject.por.fl_str_mv triterpenoids
caryopristimerin
guaianolide
C. elegans
acetylcholinesterase
topic triterpenoids
caryopristimerin
guaianolide
C. elegans
acetylcholinesterase
description Salacia crassifolia traditionally known as “Bacupari-do-Cerrado” is used to treat kidney problems, and as a healing agent for coughs and malaria. The phytochemical study of the S. crassifolia roots led to the isolation of thirteen compounds: abruslactone-A (1), urs-12-ene-3β,25,30-triol (2), carioprystimerin (3), β-sitosterol (4), pristimerin (5), dispermoquinone (6), netzahualcoyonol (7), 20-hydroxy-20-epi-tingenone (8), 6-oxo-pristimerol (9), 9β,10β-epoxi-3β-hydroxy-1βH,4βH,5βH,7βH,11αH-guaian-12,8β-olide (10), 3-O-b-D-glucosyl-b-sitosterol (11), 4`-O-methylepigalocatechin (12) and cerebroside (13). The chemical structures of 1-13 were determined by IR, 1D/2D NMR together with X-ray diffractometry. Compounds 2 and 10 are herein described for the first time. Extracts of S. crassifolia and compounds 3, 5, 8 and 9 were evaluated on acetylcholinesterase inhibition, in vitro cytotoxic activity and in vivo toxicity tests using Caenorhabditis elegans model. All tested compounds inhibited acetylcholinesterase, and compounds 3, 8 and 9 demonstrated a greater potential when compared to the standard eserine. The tested compounds showed low cytotoxicity against the THP-1, K562 and MDA-MB-231 cancer cell lines. None of the tested compounds and extracts were toxic against C. elegans since the larvae survival rate in L1 stage was higher than 90%.
publishDate 2020
dc.date.none.fl_str_mv 2020-05-01
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=S0100-40422020000500558
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422020000500558
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0100-4042.20170520
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 Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.43 n.5 2020
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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