A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob.
Autor(a) principal: | |
---|---|
Data de Publicação: | 2011 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532011001100030 |
Resumo: | Phytochemical study on the leaves and twigs of afforded the new megastigmane diglycoside (6S, 7E, 9R)-6, 9-dihydroxy-4, 7-megastigmadien-3-one-9-O-[α-L-arabinofuranosyl-(l→6)]-β-D-glucopyranoside (1), along with glycosides (6S, 7E, 9R)-roseoside (2), (7'R, 8'R)- 3, 5'-dimethoxy-9, 9'-dihydroxy-4, 7'-epoxylignan 4'-β-D-glucopyranoside (3), (7'R, 8'S)-dihydrodehydrodiconifenyl alcohol 9'-O-β-D-xylopyranoside (4) and pinoresinol 3-O-β-D-glucopyranoside (5). Their structures were established on the basis of extensive spectroscopic and chemical methods. Compounds 2-5 were reported for the first time in this species. Compound 1 was evaluated for cytotoxic activities against human tumor cell lines (myeloid leukemia HL-60, hepatocellular carcinoma SMMC-7721, lung cancer A-549, breast cancer MCF-7 and colon cancer SW480 cells), for which it was proved to be inactive (IC50 > 40 µM). |
id |
SBQ-2_01b811957d91d90ecd4a2207cc7b9eb9 |
---|---|
oai_identifier_str |
oai:scielo:S0103-50532011001100030 |
network_acronym_str |
SBQ-2 |
network_name_str |
Journal of the Brazilian Chemical Society (Online) |
repository_id_str |
|
spelling |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob.LauraceaeLitsea glutinosa (Lour.) C. B. Rob.megastigmane glycosideslignan glycosidesPhytochemical study on the leaves and twigs of afforded the new megastigmane diglycoside (6S, 7E, 9R)-6, 9-dihydroxy-4, 7-megastigmadien-3-one-9-O-[α-L-arabinofuranosyl-(l→6)]-β-D-glucopyranoside (1), along with glycosides (6S, 7E, 9R)-roseoside (2), (7'R, 8'R)- 3, 5'-dimethoxy-9, 9'-dihydroxy-4, 7'-epoxylignan 4'-β-D-glucopyranoside (3), (7'R, 8'S)-dihydrodehydrodiconifenyl alcohol 9'-O-β-D-xylopyranoside (4) and pinoresinol 3-O-β-D-glucopyranoside (5). Their structures were established on the basis of extensive spectroscopic and chemical methods. Compounds 2-5 were reported for the first time in this species. Compound 1 was evaluated for cytotoxic activities against human tumor cell lines (myeloid leukemia HL-60, hepatocellular carcinoma SMMC-7721, lung cancer A-549, breast cancer MCF-7 and colon cancer SW480 cells), for which it was proved to be inactive (IC50 > 40 µM).Sociedade Brasileira de Química2011-11-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532011001100030Journal of the Brazilian Chemical Society v.22 n.11 2011reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532011001100030info:eu-repo/semantics/openAccessWang,Yun-SongLiao,ZhenLi,YanHuang,RongZhang,Hong-BingYang,Jing-Huaeng2011-11-04T00:00:00Zoai:scielo:S0103-50532011001100030Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2011-11-04T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob. |
title |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob. |
spellingShingle |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob. Wang,Yun-Song Lauraceae Litsea glutinosa (Lour.) C. B. Rob. megastigmane glycosides lignan glycosides |
title_short |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob. |
title_full |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob. |
title_fullStr |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob. |
title_full_unstemmed |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob. |
title_sort |
A new megastigmane diglycoside from Litsea glutinosa (Lour.) C. B. Rob. |
author |
Wang,Yun-Song |
author_facet |
Wang,Yun-Song Liao,Zhen Li,Yan Huang,Rong Zhang,Hong-Bing Yang,Jing-Hua |
author_role |
author |
author2 |
Liao,Zhen Li,Yan Huang,Rong Zhang,Hong-Bing Yang,Jing-Hua |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Wang,Yun-Song Liao,Zhen Li,Yan Huang,Rong Zhang,Hong-Bing Yang,Jing-Hua |
dc.subject.por.fl_str_mv |
Lauraceae Litsea glutinosa (Lour.) C. B. Rob. megastigmane glycosides lignan glycosides |
topic |
Lauraceae Litsea glutinosa (Lour.) C. B. Rob. megastigmane glycosides lignan glycosides |
description |
Phytochemical study on the leaves and twigs of afforded the new megastigmane diglycoside (6S, 7E, 9R)-6, 9-dihydroxy-4, 7-megastigmadien-3-one-9-O-[α-L-arabinofuranosyl-(l→6)]-β-D-glucopyranoside (1), along with glycosides (6S, 7E, 9R)-roseoside (2), (7'R, 8'R)- 3, 5'-dimethoxy-9, 9'-dihydroxy-4, 7'-epoxylignan 4'-β-D-glucopyranoside (3), (7'R, 8'S)-dihydrodehydrodiconifenyl alcohol 9'-O-β-D-xylopyranoside (4) and pinoresinol 3-O-β-D-glucopyranoside (5). Their structures were established on the basis of extensive spectroscopic and chemical methods. Compounds 2-5 were reported for the first time in this species. Compound 1 was evaluated for cytotoxic activities against human tumor cell lines (myeloid leukemia HL-60, hepatocellular carcinoma SMMC-7721, lung cancer A-549, breast cancer MCF-7 and colon cancer SW480 cells), for which it was proved to be inactive (IC50 > 40 µM). |
publishDate |
2011 |
dc.date.none.fl_str_mv |
2011-11-01 |
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=S0103-50532011001100030 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532011001100030 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532011001100030 |
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 |
Journal of the Brazilian Chemical Society v.22 n.11 2011 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318172756508672 |