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1.
Eur J Med Chem ; 136: 74-84, 2017 Aug 18.
Artigo em Inglês | MEDLINE | ID: mdl-28482219

RESUMO

A comprehensive re-investigation of aerial parts of Caragana sukiensis resulted in the isolation of twelve compounds (1-12) including three new cycloartane type triterpenoids (3-5) respectively. Chemical structures of the isolated compounds were established by analysis of their IR, HRMSESI, 1D and 2D NMR spectroscopic data. In addition, these compounds were evaluated for their cytotoxic activity against cancer lines (HeLa, A549, MCF-7, DU-145) and Human embryonic kidney cell line (HEK-293). The results indicated that compound 8 showed potent cytotoxic activity against A549 with IC50 value of 1.54 µM which is comparable to standard drug, doxorubicin. Further, flow cytometric analysis showed that compound 8 arrested the cell cycle in the Go/G1 phase leading to apoptotic cell death. In addition, Hoechst 33258 staining, Annexin V-FITC assay and measurement of mitochondrial membrane potential also suggested that 8 induced cell death by apoptosis. Further, all the isolates were also screened for their antifeedant and insecticidal activity against tobacco caterpillar (Spodoptera litura), using no-choice leaf disk method. Among screened compounds 1, 3, 4, and 6 showed potent antifeedancy with ED50 values of 0.59, 1.19, 0.67, and 1.68 µg/cm2. Overall, this study identified a novel class of cycloartane tritepenoids as potent cyotoxic agents as well as antifeedants.


Assuntos
Antineoplásicos Fitogênicos/farmacologia , Caragana/química , Inseticidas/farmacologia , Componentes Aéreos da Planta/química , Triterpenos/farmacologia , Animais , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Borboletas , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Relação Dose-Resposta a Droga , Ensaios de Seleção de Medicamentos Antitumorais , Células HEK293 , Humanos , Inseticidas/química , Inseticidas/isolamento & purificação , Estrutura Molecular , Spodoptera/efeitos dos fármacos , Relação Estrutura-Atividade , Triterpenos/química , Triterpenos/isolamento & purificação
2.
Bioorg Med Chem Lett ; 25(22): 5168-71, 2015 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-26592815

RESUMO

A phytochemical study on the arial part of Caragana sukiensis resulted in the isolation of three new cycloartane triterpenoids 1-3 and their structures were fully established on the basis of detailed spectroscopic (especially 2D NMR and Mass) analysis. These new compounds possessed hemiacetal fused tetrahydropyran rings at C-15/C-16, while 2 and 3 also contains d-xylose moiety.


Assuntos
Saponinas/isolamento & purificação , Triterpenos/isolamento & purificação , Caragana , Espectroscopia de Ressonância Magnética , Saponinas/química , Espectrometria de Massas por Ionização por Electrospray , Triterpenos/química , Xilose/química
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