. The actinomycetes. Actinomycetales. DESCRIPTIONS OF ANTIBIOTICS 255 of 7-chloro-G-demethlytetracycline: Deinethylchlortetracycline, decloinycin, leder- inycin. Chemical and physical properties: I. 6-De- methyltetracycline hydrochloride hemihydrate: 203-209°C (decomposition). : C = ; H = ; N = ; CI = ; H2O = [a]f = -259° (c = per cent in jV H2SO4). Ultraviolet absorption spectrum maxima essentially the same as the corresponding (i-methylated tetracycline (1). II. 7-Chloro-6- demethyltetracycline sesquihydrate: 174- 178°C
. The actinomycetes. Actinomycetales. DESCRIPTIONS OF ANTIBIOTICS 255 of 7-chloro-G-demethlytetracycline: Deinethylchlortetracycline, decloinycin, leder- inycin. Chemical and physical properties: I. 6-De- methyltetracycline hydrochloride hemihydrate: 203-209°C (decomposition). : C = ; H = ; N = ; CI = ; H2O = [a]f = -259° (c = per cent in jV H2SO4). Ultraviolet absorption spectrum maxima essentially the same as the corresponding (i-methylated tetracycline (1). II. 7-Chloro-6- demethyltetracycline sesquihydrate: 174- 178°C (decomposition). : C = ; H = ; N = ; CI = ; H2O = [a]f = -258° (c = per cent in A^ H2SO4). Both I and II and their epimers (synthetic) are considerably more resistant to alkaline or acidic degradation than other tetra- cj'clines. Ultraviolet absorption spectrum maxima of II are essentially the same as corresponding 6-methvlated tetracyclines (1). Structural formu- las(l): R H OH H H H N(CH3)2. OH I OH O I: R = H II: R = CI Biulogical activity: I and II: 24 and 75 per cent, respectively, of the activit}- of chlortetracycline against Staph, anrens. II is also active against Staphylococcus, Streptococcus, Klebsiella, and pneumococcal infections in mice (2). Toxicity: II has a low order of toxicity. Ab- sorbed slowly from the gastrointestinal tract. Produces very high serum concentrations, prob- ably because it is cleared slowly by the kidney (1). Utilization: P^ffective in the treatment of a number of himian diseases (3). References: 1. McCormick, J. R. D. et at. J. Am. Chem. Soc. 79: 4561-4564, 1957. 2. Sweeney, W. M. et al. Antibiotics <fc Chemo- therapy 9: 13-22, 1959. 3. Finland, M. et al. Antibiotics Ann. 375- 446, 1959-1960. Produced by: Streptomyces ftarofungiiii. This strain also produces flavofungin. Method of extraction: Extracted with organic solvents from broth and mycelium. Chemical and physical
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