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3.
J Ind Microbiol ; 5(6): 365-74, 1990 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-1366760

RESUMEN

CP-60,993, 19-epi-dianemycin, is a novel polycyclic ether antibiotic produced by Streptomyces hygroscopicus ATCC 39305. Fermentation recovery, purification and crystallization were achieved using standard procedures. CP-60,993 was characterized as a monocarboxylic acid. Elemental analysis suggested a molecular formula of C47H78O14 for the free acid and C47H77O14 Na for the sodium salt. Crystalline from CP-60,993 sodium salt shows the following properties: m.p. 193-205 degrees C, E1%(1 cm) = 157 at 232 nm, [alpha]25 degrees C(D) + 11.0 (c 1, methanol). The structure, determined by MS, PMR and CMR, differs from dianemycin only in the stereochemistry at position 19. This was confirmed by X-ray crystallography carried out on the rubidium salt of CP-60,993. It exhibited activity in vitro against Gram-positive and anaerobic bacteria, efficacy against Eimeria coccidia in vivo in poultry, and stimulation in vitro of rumen propionic acid production.


Asunto(s)
Aminoglicósidos , Antibacterianos/química , Bacterias/efectos de los fármacos , Eimeria/efectos de los fármacos , Ionóforos/química , Streptomyces/metabolismo , Animales , Antibacterianos/aislamiento & purificación , Antibacterianos/farmacología , Cromatografía Líquida de Alta Presión , Cromatografía en Capa Delgada , Cristalización , Fermentación , Cromatografía de Gases y Espectrometría de Masas , Ionóforos/aislamiento & purificación , Ionóforos/farmacología , Espectroscopía de Resonancia Magnética , Conformación Molecular , Estructura Molecular , Microbiología del Suelo , Difracción de Rayos X
4.
J Antibiot (Tokyo) ; 42(11): 1610-8, 1989 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-2584145

RESUMEN

A novel antibiotic, UK-69,753, has been isolated from a submerged fermentation of Amycolatopsis orientalis strain N731-15. UK-69,753 has been assigned the structure 1 using spectroscopic means, primarily by NMR analysis. UK-69,753 is a glycoside of factumycin (A40A), a previously reported member of a small group of antibiotics related to aurodox and efrotomycin. UK-69,753 was shown to have potent activity both in vitro and in vivo against the swine pathogen Treponema hyodysenteriae.


Asunto(s)
Antibacterianos , Animales , Antibacterianos/uso terapéutico , Femenino , Espectroscopía de Resonancia Magnética , Ratones , Pruebas de Sensibilidad Microbiana , Modelos Moleculares , Estructura Molecular , Piranos/farmacología , Piranos/uso terapéutico , Análisis Espectral , Infecciones por Treponema/tratamiento farmacológico , Difracción de Rayos X
5.
J Antibiot (Tokyo) ; 42(2): 206-17, 1989 Feb.
Artículo en Inglés | MEDLINE | ID: mdl-2925512

RESUMEN

UK-63,052 complex, a new group of quinomycin-like antibiotics comprising UK-63,052 (factor A), UK-63,598 (factor C), UK-65,662 (factor B) and several uncharacterised minor components, is produced by a new subspecies of the genus Streptomyces for which the name Streptomyces braegensis Dietz subsp. japonicus, is proposed. The strain, N617-29, is characterised by a negative melanin reaction, grey aerial mycelium, spiral spore chains and smooth or slightly warty spores. Structure determination has identified UK-63,052, C56H68N10O14S2, UK-63,598, C53H62N10O14S2 and UK-65,662, C55H66N10O14S2 as quinaldic acid substituted quinomycins with unusual bridgehead sulfur substitution as shown in Fig. 3.


Asunto(s)
Antibacterianos/aislamiento & purificación , Equinomicina/aislamiento & purificación , Quinoxalinas/aislamiento & purificación , Streptomyces/metabolismo , Equinomicina/análogos & derivados , Fermentación , Espectroscopía de Resonancia Magnética , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Microbiología del Suelo , Espectrofotometría , Streptomyces/clasificación
6.
J Antibiot (Tokyo) ; 40(11): 1496-505, 1987 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-3693119

RESUMEN

The structural formula of the novel antibiotic ionophore CP-54,883 is deduced by systematic reduction from its 13C and 1H NMR spectra. The molecule consists of a polyether ring network and side chain terminated by an aromatic ring containing a phenoxy and two chlorine substituents. Based partly on an assumed analogy to corresponding regions of the similar structure nigericin-A1, the configurations about the sixteen asymmetric carbons are also derived. A belated crystal structure determination confirms, with the exception of one configuration assumed from nigericin-A1, the conclusions drawn, and shows that the anionic charge is in the phenoxy group, rather than the carboxylic acid function.


Asunto(s)
Antibacterianos/análisis , Ionóforos , Espectroscopía de Resonancia Magnética , Piranos/análisis
7.
J Med Chem ; 28(11): 1716-20, 1985 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-3934383

RESUMEN

The aldose reductase inhibitor 2,3-dihydro-6-fluorospiro[4H-1-benzopyran-4,4'-imidazolidine]-2',5 '-dione was resolved into its enantiomers. Sorbinil, the S isomer, was found to be a better inhibitor of the enzyme in vitro and in vivo than the corresponding R isomer. X-ray data on sorbinil, which were used to determine its absolute configuration, are presented. NMR studies of sorbinil in solution indicate the existence of two conformers with a low energy barrier for interconversion.


Asunto(s)
Aldehído Reductasa/antagonistas & inhibidores , Imidazoles/farmacología , Imidazolidinas , Deshidrogenasas del Alcohol de Azúcar/antagonistas & inhibidores , Fenómenos Químicos , Química Física , Cristalización , Imidazoles/síntesis química , Isomerismo , Espectroscopía de Resonancia Magnética , Conformación Molecular , Termodinámica , Difracción de Rayos X
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