RESUMO
We sought to compare the abilities of the specialist Lepidoptera Pyrrhopyge thericles (Hesperiidae) and the generalist Periphoba arcaei (Saturniidae) to assimilate three highly cytotoxic compounds from their larval host plant, Vismia baccifera (Clusiaceae) and to determine whether either insect discriminated in its assimilation of the compounds that are structurally similar but of variable cytotoxicity. Vismione B (1), deacetylvismione A (2), and deacetylvismione H (3) are cytotoxic compounds isolated from V. baccifera. Compound 1 was found in the 2nd and 3rd instars of P. arcaei, but not in the mature larvae or the pupae. Pyrrhopyge thericles assimilated trace quantities of compound 1 and deacetylvismione A (2), which were both found in the 3rd and 4th instars. In extracts of V. baccifera, compound 2 is present at levels approximately 6-fold greater than compound 1, indicating that the generalist P. arcaei is capable of selectively sequestering cytotoxic compounds from its host plant. Compounds 1 and 2 show comparable cytotoxicities in three different cancer cell lines, suggesting that properties other than cytotoxicity are responsible for the selective sequestration of 1 by P. arcaei. This study represents the first time that sequestration of this class of compounds has been recorded in the Lepidoptera.
Assuntos
Antracenos/metabolismo , Citotoxinas/metabolismo , Interações Hospedeiro-Parasita , Lepidópteros/fisiologia , Magnoliopsida/parasitologia , Animais , Antracenos/análise , Antracenos/isolamento & purificação , Citotoxinas/análise , Citotoxinas/isolamento & purificação , Larva/fisiologia , Magnoliopsida/química , Magnoliopsida/fisiologiaRESUMO
Three new compounds, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl-4,6-bis-O-beta-D-(3,4,5-trihydroxybenzoyl)glucopyranoside (1), 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl-5-O-alpha-L-(3,4,5-trihydroxybenzoyl)arabinofuranoside (2), and 2-hydroxy-4-O-alpha-L-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenylarabinofuranoside (3), were isolated from the young leaves of Triplaris cumingiana, together with two known compounds, quercetin 3-O-alpha-L-(5"-O-galloyl)arabinofuranoside (4) and quercetin 3-O-beta-D-(6"-O-galloyl)glucopyranoside (5). The structures of 1-3 were established by spectroscopic methods. Compounds 1-5 were evaluated for their cytotoxic activities against the MCF-7, H-460, and SF-268 human cancer cell lines.
Assuntos
Flavonóis/isolamento & purificação , Glicosídeos/isolamento & purificação , Plantas Medicinais/química , Linhagem Celular Tumoral , Ensaios de Seleção de Medicamentos Antitumorais , Flavonóis/química , Flavonóis/farmacologia , Glicosídeos/química , Glicosídeos/farmacologia , Humanos , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , PanamáRESUMO
Bioassay-guided fractionation of an EtOAc/MeOH extract of Adenaria floribunda young leaves using MCF-7, H-460, and SF-268 cancer cell lines yielded four new active compounds named adenaflorins A-D (1-4). Their chemical structures were determined by spectroscopic means. Adenaflorin A (1) was the most cytotoxic.
Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Lythraceae/química , Naftoquinonas/isolamento & purificação , Plantas Medicinais/química , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Ensaios de Seleção de Medicamentos Antitumorais , Estrutura Molecular , Naftoquinonas/química , Naftoquinonas/farmacologia , Ressonância Magnética Nuclear Biomolecular , Panamá , Folhas de Planta/química , Células Tumorais CultivadasRESUMO
A new cucurbitacin D analogue, 2-deoxycucurbitacin D (1), as well as cucurbitacin D (2) and 25-acetylcucurbitacin F (3) were isolated from Sloanea zuliaensis. Compound 1 was found only in the young leaves of the plant and not in the mature leaves, and its structure was established using spectroscopic means. Compounds 1-3 demonstrated potent cytotoxic activity against breast (MCF-7), lung (H-460), and central nervous system (SF-268) human cancer cell lines.
Assuntos
Antineoplásicos Fitogênicos/isolamento & purificação , Elaeocarpaceae/química , Plantas Medicinais/química , Triterpenos/isolamento & purificação , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Neoplasias da Mama , Neoplasias do Sistema Nervoso Central , Ensaios de Seleção de Medicamentos Antitumorais , Feminino , Humanos , Neoplasias Pulmonares , Estrutura Molecular , Panamá , Folhas de Planta/química , Triterpenos/química , Triterpenos/farmacologia , Células Tumorais Cultivadas/efeitos dos fármacosRESUMO
Bioassay-guided fractionation of the methanolic extracts of Vismia baccifera, V. jefensis, and V. macrophylla against human breast, CNS, and lung cancer cell lines resulted in the isolation of a new compound, ferruginin C (1), and seven known compounds, ferruginins A (2) and B (3), vismin (4), harunganin (5), vismione B (6), deacetylvismione H (7), and deacetylvismione A (8), as active constituents. In addition, bivismiaquinone (9) and vismiaquinone (10) were obtained as inactive constituents. The structure of ferruginin C was elucidated by spectroscopic means. Compounds 6-8 were the most active, and the cytotoxic activity of compounds 2-5 and 7 is reported for the first time.