RESUMO
The structure of galtamycin aglycone was elucidated. Synthesis of its amino analog with higher antitumor activity and antibacterial activity is described.
Assuntos
Amidas/análise , Antraciclinas , Anti-Infecciosos/farmacologia , Antibióticos Antineoplásicos/análise , Antineoplásicos/farmacologia , Glicosídeos/análise , Lactonas/síntese química , Amônia , Fenômenos Químicos , Química , HidróliseRESUMO
Patulin was studied by NMR and mass spectrometry. On the basis of the 1H and 13C NMR spectral analysis and experiments on double homo-(1H NMR) and heteronuclear (13C NMR) resonances complete assigning of the proton and carbon signals was achieved. Patulin was studied mass spectrometrically with using high performance mass spectrometry and the DADI technique. It was shown that formation of the [M--C2H4O]+ ion was due to rearrangement of the molecular ion (M+).
Assuntos
Agaricales/metabolismo , Coprinus/metabolismo , Patulina/análise , Piranos/análise , Fenômenos Químicos , Química , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Patulina/biossínteseRESUMO
Structure of galtamycin, a novel anthracycline antibiotic was assessed with 1H NMR, 13C NMR and mass spectroscopy. Galtamycin includes an unusual aglycone i.e. galtamycinone containing the C-glycoside bond and glycosylated with trisaccharide consisting of two fragments of L-rodinose and one fragment of D-olivose.
Assuntos
Antraciclinas , Antibióticos Antineoplásicos , Glicosídeos , Naftacenos , Espectroscopia de Ressonância Magnética , Espectrometria de MassasRESUMO
Cafamycin is a novel polyether antibiotic active against gram-positive bacteria. It was isolated from the culture fluid of Streptomyces sp., an organism producing the anthracycline antibiotic galtamycin. The structure of cafamycin was assessed by spectral analysis: UV, PMR, mass spectroscopy and CD. Physico-chemical and biological properties of the antibiotic are described. Cafamycin was shown to be an analog of indanomycin (X-14547A), a pyrrol ether antibiotic.
Assuntos
Antibacterianos/isolamento & purificação , Antibacterianos/análise , Antibacterianos/farmacologia , Antibióticos Antineoplásicos , Fenômenos Químicos , Físico-Química , Dicroísmo Circular , Espectroscopia de Ressonância de Spin Eletrônica , Fungos/efeitos dos fármacos , Furanos/análise , Furanos/isolamento & purificação , Furanos/farmacologia , Bactérias Gram-Positivas/efeitos dos fármacos , Espectrometria de Massas , Naftacenos/análise , Naftacenos/isolamento & purificação , Naftacenos/farmacologia , Espectrofotometria Ultravioleta , Relação Estrutura-AtividadeRESUMO
A culture of Streptomyces sp. producing a substance with antibacterial and antitumor activity was isolated from a soil sample collected in the Gorno-Altai Autonomous Province. By its UV, NMR and mass spectra the antibiotic was identified as granaticin. Mass spectral disintegration of granaticin was studied in detail: mass spectra of electron impulse (including that of high performance), field desorption, chemical ionization of positive and negative ions. Correlation relationship between directions of fragmentation of the molecular and basic moiety ions and fragments of the antibiotic structure was derived. Specific peaks of the ions providing mass spectrometric identification of the antibiotic in various natural mixtures were detected.
Assuntos
Antibióticos Antineoplásicos/análise , Espectrometria de Massas , Antibióticos Antineoplásicos/isolamento & purificação , Espectrometria de Massas/instrumentação , Espectrometria de Massas/métodos , Naftoquinonas/análise , Naftoquinonas/isolamento & purificação , Relação Estrutura-AtividadeRESUMO
The structure of galtamycinone, a chromophore moiety of galtamycin, a new antitumor antibiotic was determined by spectral analysis, i.e. UV, NMR and mass spectrometry. Galtamycinone was shown to be 1,4,6-trioxy-10 [4 (e), 5 (e)-dioxy-6 (e)-methyl-tetrahydropyran-2(e)-yl]-8-methyl tetracendion-5,12. It represents a new type of anthracycline chromophores containing a C-glycoside bond in its molecule.