Crispoic acid, a new compound from Laelia marginata (Orchidaceae), and biological evaluations against parasites, human cancer cell lines and Zika virus

被引:7
作者
Belloto, Andrezza C. [1 ]
Souza, Gredson K. [1 ]
Perin, Paula C. [1 ]
Schuquel, Ivania T. A. [1 ]
Santin, Silvana M. O. [1 ]
Chiavelli, Lucas U. R. [1 ]
Garcia, Francielle P. [2 ]
Kaplum, Vanessa [2 ]
Rodrigues, Jean H. S. [2 ]
Scariot, Debora B. [2 ]
Delvecchio, Rodrigo [3 ]
Machado-Ferreira, Erik [3 ]
Aguiar, Renato Santana [3 ]
Soares, Carlos A. G. [3 ]
Nakamura, Celso V. [2 ]
Pomini, Armando M. [1 ]
机构
[1] Univ Estadual Maringa, Dept Quim, Maringa, Parana, Brazil
[2] Univ Estadual Maringa, Dept Ciencias Basicas Saude, Maringa, Parana, Brazil
[3] Univ Fed Rio de Janeiro, Inst Biol, Dept Genet, Rio De Janeiro, Brazil
关键词
Laelia marginata; Leishmania (Leishmania) amazonensis; bioactive metabolites; cytotoxicity; Trypanosoma cruzi; Zika virus; Orchidaceae; CONSTITUENTS;
D O I
10.1080/14786419.2017.1395428
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The phytochemical study of Laelia marginata (Lindl.) L. O. Williams (Orchidaceae) led to the isolation of a new natural product named crispoic acid (1), together with six other known compounds (2-7). The new natural product was identified as a dimer of eucomic acid and was structurally characterised based upon 1D and 2D NMR and HRMS data. Biological assays with plant crude extract, fractions and isolated compounds were performed against two human cancer cell lines (Hela and Siha), and the tropical parasites Trypanosoma cruzi and Leishmania (Leishmania) amazonensis. The phenantrenoid 9,10-dihydro-4-methoxyphenanthren-2,7-diol 2 was active against Hela and Siha cells (CC50 5.86 +/- 0.19 and 20.78 +/- 2.72 mu g/mL, respectively). Sub-lethal concentrations of the flavone rhamnazin 4 were not able to rescue the viability of the Vero cells infected by Zika virus. [GRAPHICS] .
引用
收藏
页码:2916 / 2921
页数:6
相关论文
共 18 条
  • [1] Almeida TL, 2014, QUIM NOVA, V37, P1151
  • [2] Brener Z, 1962, REV INST MED TROP SP, V4, P386
  • [3] Cell death and ultrastructural alterations in Leishmania amazonensis caused by new compound 4-Nitrobenzaldehyde thiosemicarbazone derived from S-limonene
    Britta, Elizandra Aparecida
    Scariot, Debora Botura
    Falzirolli, Hugo
    Ueda-Nakamura, Tania
    Silva, Cleuza Conceicao
    Dias Filho, Benedito Prado
    Borsali, Redouane
    Nakamura, Celso Vataru
    [J]. BMC MICROBIOLOGY, 2014, 14
  • [4] C-13 NMR-SPECTRA OF POLYMETHOXYFLAVONOLS AND METHYLENEDIOXYFLAVONOLS
    CALVERT, DJ
    CAMBIE, RC
    DAVIS, BR
    [J]. ORGANIC MAGNETIC RESONANCE, 1979, 12 (10): : 583 - 586
  • [5] Chloroquine, an Endocytosis Blocking Agent, Inhibits Zika Virus Infection in Different Cell Models
    Delvecchio, Rodrigo
    Higa, Luiza M.
    Pezzuto, Paula
    Valadao, Ana Luiza
    Garcez, Patricia P.
    Monteiro, Fabio L.
    Loiola, Erick C.
    Dias, Andre A.
    Silva, Fabio J. M.
    Aliota, Matthew T.
    Caine, Elizabeth A.
    Osorio, Jorge E.
    Bellio, Maria
    O'Connor, David H.
    Rehen, Stevens
    de Aguiar, Renato Santana
    Savarino, Andrea
    Campanati, Loraine
    Tanuri, Amilcar
    [J]. VIRUSES-BASEL, 2016, 8 (12):
  • [6] NOMENCLATURAL REVISION OF WEST-INDIAN SPECIES OF SCHOMBURGKIA (ORCHIDACEAE)
    JONES, HG
    [J]. BULLETIN OF THE TORREY BOTANICAL CLUB, 1976, 103 (03): : 117 - 121
  • [7] Oncibauerins A and B, new flavanones from Oncidium baueri (Orchidaceae)
    Monteiro, Josiane A.
    Schuquel, Ivania T. A.
    de Almeida, Thiago L.
    Santin, Silvana M. de O.
    da Silva, Cleuza C.
    Chiavelli, Lucas U. R.
    Ruiz, Ana L. T. G.
    de Carvalho, Joao E.
    Vendramini-Costa, Debora B.
    Nakamura, Celso V.
    Scariot, Debora B.
    Kaplum, Vanessa
    Faria, Ricardo T.
    Pomini, Armando M.
    [J]. PHYTOCHEMISTRY LETTERS, 2014, 9 : 141 - 148
  • [9] (R)-Eucomic acid, a leaf-opening factor of the model organism, Lotus japonicus
    Okada, Masahiro
    Park, Sungwook
    Koshizawa, Takahiro
    Ueda, Minoru
    [J]. TETRAHEDRON, 2009, 65 (10) : 2136 - 2141
  • [10] Chemical constituents of Bombacopsis glabra (Bombacaceae).
    Paula, VF
    Cruz, MP
    Barbosa, LCA
    [J]. QUIMICA NOVA, 2006, 29 (02): : 213 - 215