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1.
Molecules ; 24(13)2019 Jul 09.
Artigo em Inglês | MEDLINE | ID: mdl-31323985

RESUMO

Seven novel norcycloartane glycosides, maryloside A-G (1-7), were isolated from the leaves of Cymbidium Great Flower 'Marylaurencin', along with a known norcycloartane glycoside, cymbidoside (8). These structures were determined on the basis of mainly NMR experiments as well as chemical degradation and X-ray crystallographic analysis. The isolated compounds (1-6 and 8) were evaluated for the inhibitory activity on lipopolysaccharide (LPS) and interferon-γ (IFN-γ)-stimulated nitric oxide (NO) production in RAW 264.7 cells. Consequently, 1 and 3 exhibited moderate activity.


Assuntos
Flores/química , Glicosídeos/química , Orchidaceae/química , Folhas de Planta/química , Sobrevivência Celular , Flores/metabolismo , Glicosídeos/isolamento & purificação , Espectroscopia de Ressonância Magnética , Modelos Moleculares , Estrutura Molecular , Óxido Nítrico/biossíntese , Orchidaceae/metabolismo , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Folhas de Planta/metabolismo
2.
J Nat Med ; 68(4): 743-7, 2014 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-25027023

RESUMO

Two new phenanthrenes, and one new phenylpropanoid, named ephemeranthoquinone C (1), and marylaurencinols C (2) and D (3), were isolated from the roots of Cymbidium Great Flower 'Marylaurencin', respectively. These structures were determined on the basis of 2D NMR experiments. The compounds were tested for antimicrobial activity against Bacillus subtilis, Klebsiella pneumoniae, and Trichophyton rubrum.


Assuntos
Anti-Infecciosos/química , Orchidaceae/química , Fenantrenos/química , Fenilpropionatos/química , Anti-Infecciosos/isolamento & purificação , Anti-Infecciosos/farmacologia , Flores/química , Fenantrenos/isolamento & purificação , Fenantrenos/farmacologia , Fenilpropionatos/isolamento & purificação , Fenilpropionatos/farmacologia , Raízes de Plantas/química , Quinonas/química
3.
J Nat Med ; 68(2): 455-8, 2014 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-24448888

RESUMO

Two novel aromatic glucosides, named marylaurencinosides D (1) and E (2), were isolated from the fresh flowers of Cymbidium Great Flower 'Marylaurencin'. In addition, eight known aromatic compounds (3-10) were isolated. These structures were determined on the basis of NMR experiments as well as chemical evidence.


Assuntos
Glucosídeos/química , Orchidaceae/química , Flores/química , Glucosídeos/isolamento & purificação
4.
J Nat Med ; 67(1): 217-21, 2013 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-22427197

RESUMO

Two novel aromatic glucosides, named marylaurecinosides B (1) and C (2), were isolated from Cymbidium Great Flower Marie Laurencin, together with six known aromatic compounds (3-8). These structures were determined on the basis of NMR experiments as well as chemical evidence. All of the isolated compounds (1-8) were tested for antioxidative activity using a superoxide dismutase-like assay.


Assuntos
Antioxidantes/química , Flores/química , Orchidaceae/química , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Fenantrenos/química
5.
J Nat Prod ; 75(4): 605-9, 2012 Apr 27.
Artigo em Inglês | MEDLINE | ID: mdl-22537363

RESUMO

A new phenanthrendione, ephemeranthoquinone B (1), two phenanthrenes, marylaurencinols A (2) and B (3), and a phenanthrene glucoside, marylaurencinoside A (4), were isolated from the roots of Cymbidium Great Flower Marie Laurencin, along with six known phenanthrenes, 5-10. The structures of these compounds were established by a combination of extensive NMR spectroscopy and/or X-ray crystallographic analysis and chemical degradation. The compounds were tested for antibacterial activities against Bacillus subtilis and Klebsiella pneumoniae and for cytotoxic activity against the human promyelocytic leukemia (HL-60) cell line. Compounds 1, 3, and 6 showed antibacterial activities with minimum inhibitory concentration (MIC) values in the range of 4.88 to 65.10 µM. Notably, ephemeranthoquinone B (1) had a strong antibacterial effect on B. subtilis. Furthermore, 1 exhibited moderate cytotoxic activity (IC(50) 2.8 µM) against HL-60 cells. Compounds 4-9 also showed weak cytotoxic activity against the HL-60 cell line with IC(50) values of 19.3-52.4 µM.


Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Orchidaceae/química , Fenantrenos/isolamento & purificação , Fenantrenos/farmacologia , Antineoplásicos Fitogênicos/química , Cristalografia por Raios X , Ensaios de Seleção de Medicamentos Antitumorais , Células HL-60 , Humanos , Concentração Inibidora 50 , Japão , Conformação Molecular , Estrutura Molecular , Fenantrenos/química , Raízes de Plantas/química
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