RESUMO
AIMS: To identify an antagonistic strain against Streptomyces scabiei and to characterize the antibiotic agent. The efficacy of the isolated strain in controlling common scab disease was also evaluated. METHODS AND RESULTS: A bacterial strain antagonistic against S. scabiei was isolated from the soil of a potato-cultivating area. This bacterium was identified as a Bacillus species by 16S rRNA gene sequence analysis and was designated Bacillus sp. sunhua. Antibiotics produced by this strain were proven to be stable within a broad pH range and at high temperatures. The culture broth was extracted with ethyl acetate, and then the crude extract was applied to HPLC. Two compounds were isolated and identified as iturin A and macrolactin A by 1H-NMR, 13C-NMR, HMBC, HMQC and mass spectrometer. The culture broth of Bacillus sp. sunhua had a suppressive effect on common scab disease in a pot assay, decreasing the infection rate from 75 to 35%. This strain also suppressed Fusarium oxysporum, the pathogen of potato dry rot disease. CONCLUSIONS: Bacillus sp. sunhua was shown to inhibit S. scabiei effectively. SIGNIFICANCE AND IMPACT OF THE STUDY: This is the first report demonstrating that macrolactin A and iturin A inhibit S. scabiei. This study demonstrated the possibility of controlling potato scab disease using Bacillus sp. sunhua.
Assuntos
Antibacterianos/análise , Bacillus/fisiologia , Doenças das Plantas/microbiologia , Microbiologia do Solo , Streptomyces/efeitos dos fármacos , Antifúngicos/análise , Sequência de Bases , Bioensaio/métodos , Sistema Livre de Células , Concentração de Íons de Hidrogênio , Macrolídeos/análise , Microscopia Eletrônica de Varredura/métodos , Peptídeos/análise , Peptídeos Cíclicos , Controle Biológico de Vetores/métodos , RNA Ribossômico 16S/análise , Solanum tuberosum , Esporos Bacterianos/efeitos dos fármacos , Esporos Bacterianos/crescimento & desenvolvimento , Streptomyces/crescimento & desenvolvimento , Streptomyces/ultraestrutura , TemperaturaRESUMO
A previously undescribed coumarin and a new coumarino-lignan, together with the known compounds scopoletin and cleomiscosins A, C, and D, have been isolated from the root bark of Hibiscus syriacus, and their structures were assigned on the basis of various spectral studies. The coumarin analogue and scopoletin inhibited monoamine oxidase with moderate IC(50) values. The new coumarino-lignan and cleomiscosin C showed lipid peroxidation inhibitory activity comparable to vitamin E.
Assuntos
Antioxidantes/isolamento & purificação , Cumarínicos/isolamento & purificação , Dioxanos/isolamento & purificação , Lignanas/isolamento & purificação , Malvaceae/química , Inibidores da Monoaminoxidase/isolamento & purificação , Animais , Antioxidantes/química , Antioxidantes/farmacologia , Encéfalo/efeitos dos fármacos , Encéfalo/metabolismo , Cromatografia Líquida de Alta Pressão , Cumarínicos/química , Cumarínicos/farmacologia , Dioxanos/química , Dioxanos/farmacologia , Técnicas In Vitro , Concentração Inibidora 50 , Coreia (Geográfico) , Lignanas/química , Lignanas/farmacologia , Peroxidação de Lipídeos/efeitos dos fármacos , Espectroscopia de Ressonância Magnética , Camundongos , Microssomos Hepáticos/efeitos dos fármacos , Estrutura Molecular , Inibidores da Monoaminoxidase/química , Inibidores da Monoaminoxidase/farmacologia , Raízes de Plantas/química , Plantas Medicinais/química , Ratos , Escopoletina/farmacologia , Espectrofotometria Infravermelho , Espectrofotometria Ultravioleta , Relação Estrutura-Atividade , Vitamina E/farmacologiaRESUMO
Four ellagic acid rhamnosides were isolated from the stem bark of Eucalyptus globulus. Their structures have been established on the basis of the analysis of their 1H NMR, 13C NMR, HMBC, IR and MS spectral data. The HMBC data of these compounds were most useful for their structure determinations, with these bring determined to be 3-O-methylellagic acid 3'-O-alpha-rhamnopyranoside, 3-O-methylellagic acid 3'-O-alpha-3''-O-acetylrhamnopyranoside, 3-O-methylellagic acid 3'-O-alpha-2''-O-acetylrhamnopyranoside, 3-O-methylellagic acid 3'-O-alpha-4''-O-acetylrhamnopyranoside, respectively. Their antioxidant activities were evaluated by measuring the inhibition of lipid peroxidation using rat liver microsomes, with IC50 values of 10.0-14.0 microg/ml.
Assuntos
Antioxidantes/química , Antioxidantes/isolamento & purificação , Ácido Elágico/química , Ácido Elágico/isolamento & purificação , Eucalyptus/química , Plantas Medicinais , Animais , Antioxidantes/farmacologia , Fatores Biológicos/química , Fatores Biológicos/isolamento & purificação , Fatores Biológicos/farmacologia , Ácido Elágico/farmacologia , Concentração Inibidora 50 , Peroxidação de Lipídeos/efeitos dos fármacos , Peroxidação de Lipídeos/fisiologia , Microssomos Hepáticos/metabolismo , Extratos Vegetais , Caules de Planta/química , Ratos , Ramnose/químicaRESUMO
Twelve compounds with lipid peroxidation inhibitory activity were isolated from the stem bark of E. globulus. Their structures were assigned as a new aromatic monoterpene (1) and eleven known compounds, pinoresinol (2), vomifoliol (3), 3,4,5-trimethoxyphenol 1-O-beta-D-(6'-O-galloyl)glucopyranoside (4), methyl gallate (5), rhamnazin (6), rhamnetin (7), eriodictyol (8), quercetin (9), taxifolin (10), engelitin (11), and catechin (12) on the basis of UV, mass, and NMR spectroscopic analyses. These compounds except vomifoliol significantly inhibited lipid peroxidation in rat liver microsome.
Assuntos
Eucalyptus/química , Peroxidação de Lipídeos/efeitos dos fármacos , Plantas Medicinais , Animais , Técnicas In Vitro , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Microssomos Hepáticos/efeitos dos fármacos , Microssomos Hepáticos/metabolismo , Epiderme Vegetal/química , Caules de Planta/química , Ratos , Espectrometria de Massas de Bombardeamento Rápido de Átomos , Espectrofotometria Infravermelho , Espectrofotometria Ultravioleta , Espectroscopia de Infravermelho com Transformada de FourierRESUMO
A new lignan named as hibiscuside, (+)-pinoresinol 4-O-[beta-glucopyranosyl (1--->2)-alpha-rhamnoside] (1), and a known lignan, syringaresinol (2) were isolated from the root bark of Hibiscus syriacus together with two feruloyltyramines (3,4) and three known isoflavonoids (5,6,7). The structures of these compounds have been established on the basis of their NMR, mass UV spectra. Among these phenolic compounds, 6"-O-acetyldaidzin (5), 6"-O-acetylgenistin (6), and 3-hydroxydaidzein (7) with IC(50) values of 8.2, 10.6, and 4.1 microM, respectively, significantly inhibited lipid peroxidation in rat liver microsomes. Hibiscuside (1), E- and Z-N-feruloyl tyramines (3,4) exhibited moderate antioxidant activity.
Assuntos
Antioxidantes/química , Compostos Bicíclicos Heterocíclicos com Pontes/química , Dissacarídeos/química , Lignanas/química , Malvaceae/química , Animais , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Compostos Bicíclicos Heterocíclicos com Pontes/isolamento & purificação , Compostos Bicíclicos Heterocíclicos com Pontes/farmacologia , Dissacarídeos/isolamento & purificação , Dissacarídeos/farmacologia , Furanos/química , Furanos/isolamento & purificação , Glicosídeos , Técnicas In Vitro , Lignanas/isolamento & purificação , Lignanas/farmacologia , Peroxidação de Lipídeos/efeitos dos fármacos , Microssomos Hepáticos/efeitos dos fármacos , Microssomos Hepáticos/metabolismo , RatosRESUMO
Three new naphthalenes, designated as syriacusins A-C, were isolated from the root bark of Hibiscus syriacus. These compounds were identified as 2,7-dihydroxy-6-methyl-8-methoxy-1-naphthalenecarbaldehyde, 2-hydroxy-6-hydroxymethyl-7,8-dimethoxy-1-naphthalenecarbaldehyde, 1-carboxy-2,8-dihydroxy-6-methyl-7-methoxynaphthalenecarbolactone (1-->8), respectively, on the basis of various spectral studies. The compounds inhibited lipid peroxidation with IC50s of 0.54, 5.90 and 1.02 micrograms ml-1, respectively. The first compound also showed cytotoxicity against some human cancer cell lines with an ED50 of 1.5-2.4 micrograms ml-1.
Assuntos
Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Naftalenos/isolamento & purificação , Naftalenos/farmacologia , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/farmacologia , Plantas Medicinais/química , Animais , Antioxidantes/química , Humanos , Peroxidação de Lipídeos/efeitos dos fármacos , Fígado/efeitos dos fármacos , Fígado/metabolismo , Naftalenos/química , Ressonância Magnética Nuclear Biomolecular , Extratos Vegetais/química , Raízes de Plantas/química , Ratos , Espectrometria de Massas de Bombardeamento Rápido de ÁtomosRESUMO
Three new sesquiterpene ortho-naphthoquinones, davidianones A, B and C, together with four known compounds, mansonones E, F, H and I, were isolated from the root bark of Ulmus davidiana. On the basis of spectral data including pulse field gradient two-dimensional NMR spectroscopy, the structures of new compounds were established as 3-hydroxymethyl-6,9-dimethylnaphtho(1,8-b,c)pyran-7,8-dione, 6-methoxycarbonyl-3,9-dimethylnaphtho(1,8-b,c)pyran-7,8-dione, 6-dimethoxymethyl-3,9-dimethylnaphtho(1.8-b,c)pyran-7,8-d ion e, respectively. Their antioxidative activities were evaluated by a thiobarbituric acid method using rat liver microsomes, with mansonone F showing the greatest activity.
Assuntos
Antioxidantes/farmacologia , Microssomos Hepáticos/metabolismo , Naftoquinonas/farmacologia , Plantas Medicinais , Sesquiterpenos/farmacologia , Árvores , Animais , Antioxidantes/química , Antioxidantes/isolamento & purificação , Coreia (Geográfico) , Microssomos Hepáticos/efeitos dos fármacos , Estrutura Molecular , Naftoquinonas/química , Naftoquinonas/isolamento & purificação , Raízes de Plantas , Ratos , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Relação Estrutura-Atividade , Substâncias Reativas com Ácido Tiobarbitúrico/análiseRESUMO
Three new dihydroflavonols, gericudranins A-C were isolated from the stem bark of Cudrania tricuspidata. They were identified as 6,8-di-p-hydroxybenzyltaxifolin, 8-p-hydroxybenzyltaxifolin and 6-p-hydroxybenzyltaxifolin, respectively, by means of spectral studies. These compounds were cytotoxic to human tumor cell lines, such as CRL 1579 (skin), LOX-IMVI (skin), MOLT-4F (leukemia), KM12 (colon) and UO-31 (renal) in culture, with ED50 values of 2.7-31.3 micrograms ml-1.