RESUMO
Tubiferic acid (1), a new triterpenoid acid having a 2,6-dimethyl-4,5-dihydroxy-2-hexenoic acid moiety as a side chain, was isolated from field-collected fruit bodies of the myxomycete Tubulifera arachnoidea, and its structure was elucidated by spectral data. Tubiferic acid (1) had the same unique 9,10-secocycloartane carbon skeleton as tubiferal A (2).
Assuntos
Mixomicetos , Triterpenos/química , Triterpenos/isolamento & purificaçãoRESUMO
Chemical investigation of field-collected fruit bodies of the myxomycete Cribraria meylanii resulted in the isolation of a naphthoquinone pigment, cribrarione C, and its structure was elucidated by spectral data as 2,5,6,7-tetrahydroxy-1,4-naphthoquinone (1). This compound (1) had been synthesized previously, while it was isolated here for the first time as a natural product, and its NMR and MS data are described in this study.
Assuntos
Mixomicetos/química , Naftoquinonas/química , Naftoquinonas/isolamento & purificação , Pigmentos Biológicos/química , Pigmentos Biológicos/isolamento & purificação , Animais , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Relação Dose-Resposta a Droga , Carpóforos/química , Células HeLa , Humanos , Espectroscopia de Ressonância Magnética , Testes de Sensibilidade Microbiana , Estrutura Molecular , Naftoquinonas/farmacologia , Pigmentos Biológicos/farmacologia , Padrões de Referência , Staphylococcus aureus/efeitos dos fármacos , Relação Estrutura-AtividadeRESUMO
A new bisindole sulfate (1) and arcyroxocin B (2) were isolated from wild fruiting bodies of Arcyria denudate, along with three known bisindoles (4-6). Dihydroarcyriacyanin A (3) was obtained from wild fruiting bodies of Arcyria obvelata, along with a known bisindole (7). The structures of these compounds were elucidated on the basis of spectroscopic data, and this is the first report of full characterizations of arcyroxocin B (2) and dihydroarcyriacyanin A (3). Compounds 2, 3, and 6 showed cytotoxicity against Jurkat cells.
Assuntos
Alcaloides Indólicos/isolamento & purificação , Mixomicetos/química , Ensaios de Seleção de Medicamentos Antitumorais , Carpóforos/química , Humanos , Alcaloides Indólicos/química , Alcaloides Indólicos/farmacologia , Concentração Inibidora 50 , Células Jurkat , Estrutura Molecular , Ressonância Magnética Nuclear BiomolecularRESUMO
Two new bisindole alkaloids, 6-hydroxystaurosporinone (1) and 5,6-dihydroxyarcyriaflavin A (2) were isolated from field-collected fruit bodies of a myxomycete Lycogala epidendrum, along with eight known bisindoles (3-10). The structures of these new compounds were determined on the basis of spectroscopic data. Compounds 1 and 2 showed cytotoxicity against HeLa, Jurkat, and vincristine resistant KB/VJ300 cells, and compound 1, particularly, inhibited protein tyrosine kinase activity.
Assuntos
Alcaloides/farmacologia , Inibidores Enzimáticos/farmacologia , Mixomicetos/química , Proteínas Tirosina Quinases/antagonistas & inibidores , Alcaloides/isolamento & purificação , Animais , Inibidores Enzimáticos/isolamento & purificação , Células HeLa , Humanos , Espectroscopia de Ressonância Magnética , Camundongos , Células NIH 3T3RESUMO
Two new bisindole alkaloids, named cinereapyrrole A (1) and B (2), were isolated from wild fruit bodies of Arcyria cinerea and three new bisindole alkaloids (3-5) were isolated from wild fruit bodies of Lycogala epidendrum. Seven known bisindoles (6-12) were concomitantly obtained from them. The structures of the new compounds were elucidated by spectral data. Among these bisindole alkaloids, compound 12 showed cytotoxicity against cultured tumor cell lines.
Assuntos
Dictyosteliida , Alcaloides Indólicos/química , Alcaloides Indólicos/isolamento & purificação , Mixomicetos/química , Mixomicetos/isolamento & purificação , Animais , Citotoxinas/química , Citotoxinas/isolamento & purificação , Células HeLa , HumanosRESUMO
Cribrarione B (1), a new naphthoquinone pigment, has been isolated from the myxomycete Cribrariacancellata, and its structure was elucidated as 2,5,8-trihydroxy-6-(1-hydroxyethyl)-[1,4]-naphthoquinone by NMR and mass spectral data.
Assuntos
Mixomicetos/química , Naftoquinonas/isolamento & purificação , Pigmentos Biológicos/isolamento & purificação , Bacillus subtilis/efeitos dos fármacos , Japão , Espectrometria de Massas , Testes de Sensibilidade Microbiana , Estrutura Molecular , Naftoquinonas/química , Naftoquinonas/farmacologia , Ressonância Magnética Nuclear Biomolecular , Pigmentos Biológicos/química , Pigmentos Biológicos/farmacologiaRESUMO
From a myxomycete Arcyria ferruginea, dihydroarcyriarubin C (1), a new bisindole alkaloid, has been isolated together with two known bisindoles, arcyriarubin C (2) and arcyriaflavin C (3), and arcyriaflavin C (3) was also isolated from Tubifera casparyi together with arcyriaflavin B (4). Arcyriaflavin C (3) exhibited cell cycle inhibition effect at G1 and G2/M stage at 10 and 100ng/mL, respectively.
Assuntos
Ciclo Celular/efeitos dos fármacos , Alcaloides Indólicos/isolamento & purificação , Alcaloides Indólicos/farmacologia , Mixomicetos/química , DNA/análise , Fase G1/efeitos dos fármacos , Fase G2/efeitos dos fármacos , Células HeLa , Humanos , Alcaloides Indólicos/química , Ressonância Magnética Nuclear BiomolecularRESUMO
Three new naphthoquinone pigments, 6,7-dimethoxydihydrolindbladione (1), dihydrolindbladione (2), and 6-methoxydihydrolindbladione (3), have been isolated from a myxomycete Lindbladia tubulina, and their structures were elucidated by spectral data. Compound 3 appreciably exhibited a reversal effect of multidrug resistance. Lindbladione (4), the major pigment of this myxomycete, was also isolated from Cribraria intricata.
Assuntos
Mixomicetos/química , Naftoquinonas/isolamento & purificação , Pigmentos Biológicos/isolamento & purificação , Resistência a Múltiplos Medicamentos/efeitos dos fármacos , Japão , Estrutura Molecular , Naftoquinonas/química , Naftoquinonas/farmacologia , Pigmentos Biológicos/química , Pigmentos Biológicos/farmacologia , Espectrofotometria UltravioletaRESUMO
Cycloanthranilylproline (1) and its derivatives (2--4) were isolated from field-collected fruit-bodies of a myxomycete Fuligo candida and their structures were elucidated by spectral data. Compound 4, which was contained in the water-soluble fraction of the extract of this myxomycete, was unstable and quite susceptible to decarboxylation to yield compound 2, which was a major constituent of the EtOAc-soluble fraction of this extract.
Assuntos
Mixomicetos/química , Prolina/isolamento & purificação , Isatis/química , Japão , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Prolina/análogos & derivados , Prolina/químicaRESUMO
Lindbladione (1), 7-methoxylindbladione (2), and 6, 7-dimethoxylindbladione (3) have been isolated from a myxomycete Lindbladia tubulina and their structures were elucidated by spectral data.