Feldamycin, a new antibacterial agent, and nojirimycin, a previously described antibiotic, have been isolated from cultures of Streptomyces ficellus. Feldamycin, C17H25N705, is an amphoteric compound which inhibits a variety of bacteria in vitro but is found to be ineffective in the treatment of experimental bacterial infections in mice. Nojirimycin (5-amino-5-deoxy-D-glucose) has been isolated previously from cultures of several species of streptomycetes.Cultures of Streptomyces ficellus* grown in a complex medium were found to produce several antibacterial agents. One of these antibiotics, ficellomycin, was described in a recent communication').We now wish to report the production, isolation and chemical characterization of two additional antibiotics produced by S. ficellus. The first one, designated feldamycin (U-48266), was found to be a new antibacterial agent while the other has been identified as nojirimycin2).
ExperimentalAssay and Testing Procedures Antibiotic production and purification was measured by a microbiological disc-plate assay procedure') with Sarcina lutea, Staphylococcus aureus and Escherichia coli as the assay organisms.Thin-Layer Chromatographic Procedures Thin-layer chromatograms were run on silica gel G using 95 % ethanol -water (75: 25, v/v) as the solvent system. The antibiotics present in the fermentation or in preparations obtained during purification were detected by bioautography on S. lutea or E. coli-seeded trays.
Spectroscopic MethodsProton magnetic resonance spectra were recorded on a Varian XL-100-15 spectrometer operating at 100 MHz. Solutions (ca. 0.4 ml, ca. 0.25 M) of the compounds in D20 or CDC13 were used.Carbon magnetic resonance spectra were recorded on a Varian CFT-20 spectrometer operating at 20.0 MHz. PMR and CMR chemical shifts are reported as ppm relative to tetramethylsilane.Complete high resolution mass spectra were obtained on the CEC-21-110B spectrometer using a photographic plate as detector.The field desorption mass spectrum was obtained on a Varian-MAT CH-5-DF spectrometer.
Fermentation ProceduresThe procedures described by ARGOUDELis et al.1U were used. Peak titers were obtained after 72-96 hours of incubation.
Isolation of Feldamycin Florisil Chromatography:The fermentation broth (ca. 5,000 liters) was filtered with the aid of diatomaceous earth. The filter cake was discarded. Part of the clear filtrate (2,000 liters) was passed * Taxonomic studies were done by Miss ALMA DIETZ of The Upjohn Company . The organism is designated Streptomyces ftcellus UC® 5438.
Antibiotic U-11,921 is a new substance produced by Streptomyces lincolnensis var. lincolnensis when DL-ethionine is added in the culture media. The organism also produces lincomycin under the conditions of fermentation. Recovery of the antibiotic substances from the fermentation broth can be achieved by carbon adsorption followed by elution with aqueous acetone. Solvent extraction and countercurrent dis-T A he isolation of lincomycin,* 1 **a fermentation product of Streptomyces lincolnensis var. lincolnensis, has been reported by Herr and Bergy (1962). Chemical studies by Hoeksema and his co-workers (Hoeksema et al.,
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.