RESUMO
An actinomycete strain, H41-55 from sea sediment was identified as Streptomyces antibiotic on the basis of its morphological, physiological and biochemical characteristics as well as 16S rDNA data. A new secondary metabolite, (2S,3R)-N-[3-(formylamino)-2-hydroxybenzoyl]-l-threonine propyl ester (1), together with five known compounds was isolated from fermentation product by use of silica gel and Sephadex LH-20 column chromatography, and preparative RP-C18 HPLC, and identified by HR-TOF-MS and NMR spectra. The cytotoxicities of these isolates against three cancer cell lines and their antifungal activities on Candida albicans were tested. Compounds 1, 3, 5, and 6 displayed moderate cytotoxicity. 5 and 6 showed inhibitory activity on C. albicans.
Assuntos
Antifúngicos/farmacologia , Antineoplásicos Fitogênicos/farmacologia , Micélio/metabolismo , Streptomyces/metabolismo , Antifúngicos/administração & dosagem , Antifúngicos/química , Antineoplásicos Fitogênicos/administração & dosagem , Antineoplásicos Fitogênicos/química , Candida albicans/efeitos dos fármacos , Linhagem Celular Tumoral , Fermentação , Humanos , Estrutura Molecular , Micélio/químicaRESUMO
Anandins A (1) and B (2), two rare steroidal alkaloids, were isolated from the fermentative broth of a marine actinobacteria Streptomyces anandii H41-59. The gross structures of the two alkaloids were elucidated by spectroscopic methods including HR-ESI-MS, and NMR. Their absolute configurations were confirmed by single-crystal X-ray diffraction analysis and comparison of their experimental and calculated electronic circular dichroism spectra, respectively. Anandin A exhibited a moderate inhibitory effect against three human cancer cell lines MCF-7, SF-268, and NCI-H460 with IC50 values of 7.5, 7.9, 7.8 µg/mL, respectively.
Assuntos
Alcaloides/química , Esteroides/química , Streptomyces/metabolismo , Alcaloides/farmacologia , Antineoplásicos/química , Antineoplásicos/farmacologia , Organismos Aquáticos , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Humanos , Modelos Moleculares , Esteroides/farmacologiaRESUMO
An actinomycete strain (H12-15) isolated from a sea sediment in a mangrove district was identified as Streptomycesantibioticus on the basis of 16S rDNA gene sequence analysis as well as the investigation of its morphological, physiological, and biochemical characteristics. Two novel benzamido nonacyclic dilactones, namely neoantimycins A (1) and B (2), together with the known antimycins A1ab (3a,b), A2a (4), and A9 (5), were isolated from the culture broth of this strain. Compounds 1 and 2 are the first natural modified ATNs with an unusual benzamide unit. The structures of these new compounds, including their absolute configuration, were established on the basis of HRMS, NMR spectroscopic data, and quantum chemical ECD calculations. Their cytotoxicities against human breast adenocarcinoma cell line MCF-7, the human glioblastoma cell line SF-268, and the human lung cancer cell line NCI-H460 were also tested. All compounds exhibited mild cytotoxic activity. However, Compounds 1 and 2 showed no activity against C. albicans at the test concentration of 1 mg/mL via paper disc diffusion, while the known antimycins showed obvious antifungal activity.
Assuntos
Benzamidas/química , Compostos Orgânicos/química , Streptomyces antibioticus/isolamento & purificação , Benzamidas/farmacologia , Linhagem Celular Tumoral , Ensaios de Seleção de Medicamentos Antitumorais , Sedimentos Geológicos/microbiologia , Humanos , Células MCF-7 , Estrutura Molecular , Compostos Orgânicos/farmacologia , Teoria Quântica , Streptomyces antibioticus/química , Streptomyces antibioticus/crescimento & desenvolvimentoRESUMO
An actinomycete strain, H41-59, isolated from sea sediment in a mangrove district, was identified as Streptomyces anandii on the basis of 16S rDNA gene sequence analysis as well as the investigation of its morphological, physiological and biochemical characteristics. Three new ergosterols, ananstreps A-C (1-3), along with ten known ones (4-13), were isolated from the culture broth of this strain. The gross structures of these new compounds were elucidated on the basis of extensive analysis of spectroscopic data, including HR-ESI-MS, and NMR. The cytotoxicities of these isolates against human breast adenocarcinoma cell line MCF-7, human glioblastoma cell line SF-268, and human lung cancer cell line NCI-H460 and their antibacterial activities in inhibiting the growth of Candida albicans and some other pathogenic microorganisms were tested. Compounds 3-8, 10 and 11 displayed cytotoxicity with IC50 values in a range from 13.0 to 27.8 µg/mL. However, all the tested compounds showed no activity on C. albicans and other bacteria at the test concentration of 1 mg/mL with the paper disc diffusion method.
Assuntos
Ergosterol/química , Streptomyces/química , Antibacterianos/química , Antibacterianos/farmacologia , Candida albicans/efeitos dos fármacos , Linhagem Celular Tumoral , Ergosterol/farmacologia , Sedimentos Geológicos/microbiologia , Humanos , Células MCF-7 , Espectroscopia de Ressonância Magnética/métodos , Testes de Sensibilidade Microbiana/métodos , RNA Ribossômico 16S/genética , Streptomyces/genéticaRESUMO
An actinomycete strain 200-09, isolated from a soil sample collected from the coast of Hawaii, USA, was identified as Streptomyces antibioticus on the basis of its morphological, physiological and biochemical characteristics as well as 16S rDNA analysis. A new antimycin-type antibiotic, kitamycin C (1), together with kitamycin A (2), kitamycin B (3), urauchmycin B (4), deisovaleryblastomycin (5) was isolated from a cultured broth of strain 200-09. The structure of the new compound was determined by spectroscopic data, including HR-ESI-MS and NMR. All the compounds exhibited antifungal activities against Candida albicans with MIC of about 25.0 µg mL-1.
Assuntos
Antibacterianos/farmacologia , Antifúngicos/farmacologia , Macrolídeos/química , Macrolídeos/farmacologia , Streptomyces antibioticus/química , Antibacterianos/química , Antifúngicos/química , Antimicina A/análogos & derivados , Antimicina A/farmacologia , Candida albicans/efeitos dos fármacos , Avaliação Pré-Clínica de Medicamentos , Espectroscopia de Ressonância Magnética , Testes de Sensibilidade Microbiana , Estrutura Molecular , Espectrometria de Massas por Ionização por ElectrosprayRESUMO
OBJECTIVE: To isolate and purify a new polysaccharid Streptomyces polysaccharid polysaccharide (SMP ), from cultured broth of a Streptomyces sp.strain and perform its structural analysis. METHODS: Ethanol was used to precipitate the polysaccharides and macromolecules from the broth. The proteins in the precipitate were removed by Sevage method and purification of SMP was carried out by DEAE-celluloseion-exchange chromatography and Sephadex G-25 gel filtration. The chemical structure of the SMP was determined by combined application of high performance liquid chromatography (HPLC), UV, IR and 1H-NMR spectroscopy, supplemented by periodate oxidation and Smith degradation. RESULTS: The purified SMP was neutral by a relative molecular mass of approximately 4 855. Sugar analysis showed that SMP contained glucose and fructose residues in an approximate molar ratio of 22:1 (10.96 to 0.48). The glycosidic linkages were estimated to be (1-6)- alpha-D- pyranoside form. CONCLUSION: SMP is characterized as a (1-6)- alpha-D- pyranose.
Assuntos
Polissacarídeos Bacterianos/química , Polissacarídeos Bacterianos/isolamento & purificação , Streptomyces/química , Solo/análiseRESUMO
We report a draft genome sequence of Dickeya zeae strain MS1, which is the causative agent of banana soft rot in China, and we show several of its specific properties compared with those of other D. zeae strains. Genome sequencing provides a tool for understanding the genomic determination of the pathogenicity and phylogeny placement of this pathogen.
RESUMO
Two new antimycin antibiotics; that is antimycins A(19) (1) and A(20) (2), were isolated from a cultured broth of marine actinomycete Streptomyces antibioticus H74-18 together with antimycins A(1a) (3a) and A(1b) (3b), A(2a) (4), A(3a) (5a) and A(3b) (5b). Their structures were determined by spectroscopic methods in combination with X-ray diffraction. Antimycin A(19) possessed a chiral acyl chain and an alkyl branch. The absolute configuration of chiral acyl chain in 1 was determined by X-ray diffraction analysis. Antimycin A(20) (2) has the shortest and simplest acetoxy acyl chain in the antimycins family. All the antimycins (1-5) showed potential antifungal activities against Candida albicans with MIC of about 5-10 µg ml(-1).