Oncibauerins A and B, new flavanones from Oncidium baueri (Orchidaceae)

被引:9
作者
Monteiro, Josiane A. [1 ]
Schuquel, Ivania T. A. [1 ]
de Almeida, Thiago L. [1 ]
Santin, Silvana M. de O. [1 ]
da Silva, Cleuza C. [1 ]
Chiavelli, Lucas U. R. [1 ]
Ruiz, Ana L. T. G. [2 ]
de Carvalho, Joao E. [2 ]
Vendramini-Costa, Debora B. [2 ]
Nakamura, Celso V. [3 ]
Scariot, Debora B. [3 ]
Kaplum, Vanessa [3 ]
Faria, Ricardo T. [4 ]
Pomini, Armando M. [1 ]
机构
[1] Univ Estadual Maringa, Dept Chem, Maringa, Parana, Brazil
[2] Univ Estadual Campinas, Div Pharmacol & Toxicol, Campinas, SP, Brazil
[3] Univ Estadual Maringa, Dept Basic Hlth Sci, Maringa, Parana, Brazil
[4] Univ Estadual Londrina, Dept Agron, Londrina, Parana, Brazil
关键词
Orchidaceae; Oncidium baueri; Secondary metabolites; Biological activities; PROLIFERATION; 21ST-CENTURY; STILBENOIDS; GLUCOSIDES; ANTICANCER; GLYCOSIDES;
D O I
10.1016/j.phytol.2014.06.004
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The phytochemical study of Oncidium baueri (Orchidaceae) afforded two new compounds (1 and 2), along with thirteen known structures (3-15). The chemical structures were established on the basis of spectral evidence and the new compounds, obtained as a mixture of two glycosylated flavanones were assigned by comprehensive spectroscopic analysis by 1D and 2D NMR spectroscopy and HRMS. Moreover, the cytotoxic activity of the crude extract (EBOB), semi-purified fractions (HEOB, CLOB, ACOB, BUOB and HMOB) and some isolated metabolites against ten human cancer cell lines (U251, UACC-62, MCF-7, NCI-ADR/RES, 786-0, NCI-H460, PC-3, OVCAR-3, HT29, K562) and the antiprotozoal activity against Trypanosoma cruzi and Leishmania amazonensis were evaluated. The CLOB fraction showed the best antitrypanosomal and antileishmanial activities, as well as considerable cytotoxicity against cancer cell lines UACC-62 (melanoma) and K562 (leukemia) with GI(50) values of 6.83 mu g/mL and 0.5 mu g/mL, respectively. Furthermore, BUOB and HMOB fractions showed selectivity for UACC-62 (melanoma) with GI(50) < 0.01 mu g/mL and the compounds 11, 13 and 14 had inhibited cell growth of almost cancer cell lines tested with GI(50) values close to 30 mu g/mL. (C) 2014 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:141 / 148
页数:8
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