Antibiotic a-28086 and process for production thereof

Claim 1

Antibiotic A-28086 factor A which is a white crystalline compound when crystallized from acetone-water; which is soluble in lower alcohols, dimethylformamide, dimethyl sulfoxide, ethyl acetate, chloroform, acetone, and benzene; but which is only slightly soluble in hexane; and is insoluble in water; which melts at about 98°-100° C., resolidifies, and remelts at about 195°-200° C. and which has: a. a molecular weight of 764, as determined by mass spectrometry; b. an approximate elemental composition of 66.69 percent carbon, 9.85 percent hydrogen, and 23.10 percent oxygen; c. an empirical formula of C 43 H 72 O 11 , as determined by mass spectrometry; d. a specific rotation of -54° (c=0.2, methanol) when determined at 25° C.; e. an infrared absorption spectrum in chloroform with the following distinguishable absorption maxima: 2.85, 3.34, 5.83, 6.82, 7.22, 7.53 (weak), 7.78 (weak), 8.75 (strong), 8.95 (strong), 9.15, 9.50 (strong), 9.55 (strong), 9.60, 9.85, 10.15, 10.45, and 10.70 (weak) microns; f. in its ultraviolet spectrum in ethanol only end absorption below 220 mμ; g. a nuclear magnetic resonance spectrum in deuterochloroform with the following characteristics: δ6.01, 4.21, 4.11, 3.99, 3.89, 3.80, 3.67, 3.65, 3.57, 3.55, 2.83, 2.76, 2.74, 2.68, 2.66, 2.58, 2.56, 2.30, 2.22, 2.17, 2.10, 2.05, 1.96, 1.90, 1.85, 1.70, 1.62, 1.60, 1.47, 1.39, 1.31, 1.25, 1.18, 0.95, 0.93, 0.90, 0.88, 0,85, 0.77, 0.75, 0.73, 0.68, and 0.66 ppm; h. a titratable group with a pK a value of 7.9 in 80% aqueous dimethylformamide; i. a characteristic X-ray powder diffraction pattern (Cu + + radiation, 1.5405 λ, nickel filter) having the following interplanar spacings in angstroms (d): ______________________________________ Relative d Intensity ______________________________________ 12.00 100 10.10 50 9.25 90 8.00 40 7.50 15 6.92 90 6.40 40 5.98 05 5.68 15 5.20 40 4.98 40 4.62 40 4.21 20 3.48 10 ______________________________________ j. an R f value of 0.24 on thin-layer chromatography over silica gel in a benzene-ethyl acetate (3:2) solvent system, using Bacillus subtilis ATCC 6633 as the detection organism; k. the following R f values in the paper-chromatographic systems indicated below, using Bacillus subtilis ATCC 6633 as detection organism: ______________________________________ R.sub.f Value Solvent System ______________________________________ 0.11 Water saturated with methyl iso- butyl ketone (MIKB) 0.41 Water saturated with MIBK plus 2% p-toluenesulfonic acid and 1% piperidine 0.54 Water:methanol:acetone (12:3:1)- adjusted to pH 10.5 with NH.sub.4 OH and then lowered to pH 7.5 with H.sub.3 PO.sub.4 0.48 1% MIBK, 0.5% NH.sub.4 OH in water 0.15 17.4 g K.sub.2 HPO.sub.4, 30 ml ethanol per liter of water 0.24 Benzene saturated with water 0.24 Water 0.75 water:MIBK:ethyl acetate (98:1:1) ______________________________________ l. an acid function capable of forming salts and ester derivatives; and m. at least one hydroxyl group capable of esterification; an acyl-ester derivative selected from the group consisting of

Claim 19

The method of producing antibiotic A-28086 complex comprising factor A, factor B, and factor D which comprises cultivating Streptomyces aureofaciens NRRL 5758 in a culture medium containing assimilable sources of carbohydrate, nitrogen, and inorganic salts under submerged aerobic fermentation conditions until a substantial amount of antibiotic activity is produced by said organism in said culture medium.

Claim 20

The method of producing antibiotic A-28086 complex comprising factor A, factor B, and factor D which comprises cultivating Streptomyces aureofaciens NRRL 5758 in a culture medium containing assimilable sources of carbohydrate, nitrogen, and inorganic salts under submerged aerobic fermentation conditions until a substantial amount of antibiotic activity is produced by said organism in said culture medium.