A new β-lapachone derivative from Distictella elongata (Vahl) Urb.
Autor(a) principal: | |
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Data de Publicação: | 2009 |
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=S0103-50532009000200026 |
Resumo: | The present study describes the structure elucidation of the new β-lapachone type naphthoquinone isolated from the roots of Distictella elongata. Its structure, according to the molecular formula C16H16O6, was identified as 4,7-dihydroxy-10-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione. The structure was assigned by spectrometric methods [HRESIMS, 1D NMR (¹H and 13C), and 2D NMR (g-DQF-COSY, g-HMQC and g-HMBC]. Root chloroform extract of D. elongata showed significant inhibition of the growth of SK-MEL (melanoma) and SK-OV-3 (ovary adenocarcinoma) cells with IC50 values of 40 µg mL-1 and 56 µg mL-1, respectively. However, the naphthoquinone was not responsible for the cytotoxic activity exhibited by the extract. |
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A new β-lapachone derivative from Distictella elongata (Vahl) Urb.cerradonaphthoquinoneBignoniaceaeDistictella elongataThe present study describes the structure elucidation of the new β-lapachone type naphthoquinone isolated from the roots of Distictella elongata. Its structure, according to the molecular formula C16H16O6, was identified as 4,7-dihydroxy-10-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione. The structure was assigned by spectrometric methods [HRESIMS, 1D NMR (¹H and 13C), and 2D NMR (g-DQF-COSY, g-HMQC and g-HMBC]. Root chloroform extract of D. elongata showed significant inhibition of the growth of SK-MEL (melanoma) and SK-OV-3 (ovary adenocarcinoma) cells with IC50 values of 40 µg mL-1 and 56 µg mL-1, respectively. However, the naphthoquinone was not responsible for the cytotoxic activity exhibited by the extract.Sociedade Brasileira de Química2009-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000200026Journal of the Brazilian Chemical Society v.20 n.2 2009reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532009000200026info:eu-repo/semantics/openAccessBedir,ErdalPereira,Ana M. S.Khan,Shabana I.Chittiboyina,AmarMoraes,Rita M.Khan,Ikhlas A.eng2009-02-27T00:00:00Zoai:scielo:S0103-50532009000200026Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2009-02-27T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
A new β-lapachone derivative from Distictella elongata (Vahl) Urb. |
title |
A new β-lapachone derivative from Distictella elongata (Vahl) Urb. |
spellingShingle |
A new β-lapachone derivative from Distictella elongata (Vahl) Urb. Bedir,Erdal cerrado naphthoquinone Bignoniaceae Distictella elongata |
title_short |
A new β-lapachone derivative from Distictella elongata (Vahl) Urb. |
title_full |
A new β-lapachone derivative from Distictella elongata (Vahl) Urb. |
title_fullStr |
A new β-lapachone derivative from Distictella elongata (Vahl) Urb. |
title_full_unstemmed |
A new β-lapachone derivative from Distictella elongata (Vahl) Urb. |
title_sort |
A new β-lapachone derivative from Distictella elongata (Vahl) Urb. |
author |
Bedir,Erdal |
author_facet |
Bedir,Erdal Pereira,Ana M. S. Khan,Shabana I. Chittiboyina,Amar Moraes,Rita M. Khan,Ikhlas A. |
author_role |
author |
author2 |
Pereira,Ana M. S. Khan,Shabana I. Chittiboyina,Amar Moraes,Rita M. Khan,Ikhlas A. |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Bedir,Erdal Pereira,Ana M. S. Khan,Shabana I. Chittiboyina,Amar Moraes,Rita M. Khan,Ikhlas A. |
dc.subject.por.fl_str_mv |
cerrado naphthoquinone Bignoniaceae Distictella elongata |
topic |
cerrado naphthoquinone Bignoniaceae Distictella elongata |
description |
The present study describes the structure elucidation of the new β-lapachone type naphthoquinone isolated from the roots of Distictella elongata. Its structure, according to the molecular formula C16H16O6, was identified as 4,7-dihydroxy-10-methoxy-2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione. The structure was assigned by spectrometric methods [HRESIMS, 1D NMR (¹H and 13C), and 2D NMR (g-DQF-COSY, g-HMQC and g-HMBC]. Root chloroform extract of D. elongata showed significant inhibition of the growth of SK-MEL (melanoma) and SK-OV-3 (ovary adenocarcinoma) cells with IC50 values of 40 µg mL-1 and 56 µg mL-1, respectively. However, the naphthoquinone was not responsible for the cytotoxic activity exhibited by the extract. |
publishDate |
2009 |
dc.date.none.fl_str_mv |
2009-01-01 |
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=S0103-50532009000200026 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000200026 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532009000200026 |
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.20 n.2 2009 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_ |
1750318169769115648 |