GB1265562A - - Google Patents

Abstract

1,265,562. The antibiotic thiopeptin. FUJISAWA PHARMACEUTICAL CO. Ltd. 12 June, 1969 [12 June, 1968], No. 29964/69. Heading C2A. The new antibiotic complex thiopeptin is produced by aerobically cultivating Streptomyces tateyamensis in an aqueous medium containing assimilable sources of nitrogen and carbon. Thiopeptin comprises components A 1 , A 3 and B, which have in common the following properties: they are yellow crystalline solids, soluble in dioxane, dimethylsulphoxide, dimethylformamide, pyridine, chloroform and 3N.HCl; slightly soluble in methanol, acetone and ethyl acetate and insoluble in ether, benzene, n-hexane, petroleum ether and water; giving a + ve permanganate test, a - ve reaction to ninhydrin, biuret, Fehling's, FeCl 3 , Ehrlich's and Dragendorff's tests; stable at 60‹ C. for 1 hour at pH 2-8, and giving amino-acid components on hydrolysis with 6N.HCl at 100‹ C. Thiopeptin A 1 is additionally characterized by a melting point of 223-226‹ C; [α]<SP>23</SP> D = - 71‹ (C = 1À0 in CHCl 3 ); elementary analysis C= 49.38%, H = 4À93%, N = 14À22%, S = 11À72%, mol. wt.= 1637; U.V. absorption shoulders at 230-250 mÁ, 295 mÁ and 305 mÁ; and an I.R. spectrum as shown in Fig. 5. Thiopeptin A 3 is characterized by: melting point 232-236‹C.; [α]<SP>23</SP>D = - 10À8‹ (C = 1À0 in CHCl 3 ); elementary analysis C = 48À45%, H = 5À11 %, N = 14À46%, S = 12À09%; mol. wt.= 1972; U.V. absorption shoulders at 235-255 mÁ, 285-300 mÁ and 302-310 mÁ ; and an I.R. spectrum as shown in Fig. 6. Thiopeptin B melts at 219-222‹ C.; [α] D <SP>23</SP> = - 80‹ (C = 1À0 in CHCl 3 ); elementary analysis C = 49À26%, H = 5À16%, N = 14À35%, S= 10À68%; mol. wt.= 1942; U.V. shoulders at 230-250 mÁ, 295 mÁ and 305 mÁ, and an I.R. spectrum as shown in Fig. 7. The thiopeptin complex is isolated from the culture by extracting the filtered mycelium with acetone or a mixture of chloroform and methanol. concentrating the extract, redissolving in, e.g. chloroform and purifying or separating into the component substances by chromatography on silica gel with a chloroform/ methanol mixture followed by precipitation by adding a non-solvent. Animal feed supplements comprise a basal ration suitable for use as an animal feed together with thiopeptin complex, or a dried thiopeptin-containing mycelium cake from Streptomyces tateyamensis A.T.C.C. 21389 or a thiopeptin-producing strain thereof.