GB923612A - A new antibiotic actinomycin z and components thereof and a process for making these substances - Google Patents

A new antibiotic actinomycin z and components thereof and a process for making these substances

Info

Publication number
GB923612A
GB923612A GB2577759A GB2577759A GB923612A GB 923612 A GB923612 A GB 923612A GB 2577759 A GB2577759 A GB 2577759A GB 2577759 A GB2577759 A GB 2577759A GB 923612 A GB923612 A GB 923612A
Authority
GB
United Kingdom
Prior art keywords
actinomycin
components
maxima
chloroform
pict
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB2577759A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from CH6221358A external-priority patent/CH367936A/en
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB923612A publication Critical patent/GB923612A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/195Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
    • C07K14/36Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Actinomyces; from Streptomyces (G)

Abstract

<PICT:0923612/IV(a)/1> <PICT:0923612/IV(a)/2> <PICT:0923612/IV(a)/3> A new antibiotic designated actinomycin Z having 6 components, Actinomycin Z0, Z1, Z2, Z3, Z4 and Z5, is produced by cultivating an Actinomycin Z producing strain of Streptomyces fradiae especially C. fradiae NRRL 2765 under aerobic conditions in an aqueous nutrient medium containing one or more inorganic salts, a source of carbon and a source of nitrogen. Specified inorganic salts are chlorides, nitrates, carbonates and sulphates of alkali metals, alkaline earth metals, Fe, Zn or Mn. Specified sources of carbon are carbohydrates such as glucose, saccharose, lactose and starch. Specified sources of nitrogen are amino acids and mixtures thereof, peptides, proteins and their hydrosylates such as peptone or tryptone, meat extracts, water soluble constituents, of cereal grains such as maize <PICT:0923612/IV(a)/4> and wheat, of distillation residues in the manufacture of alcohol, of yeast, of beans especially soya beans and of seeds of e.g. cotton plants. Submerged aerobic cultivation at 18 DEG to 40 DEG C. for 24 to 96 hours is preferred. The antibiotic is isolated from the clarified broth (a) by solvent extraction with a water immiscible organic solvent, e.g. ethyl acetate, chloroform, butanol or diethyl ether, (b) absorption on active carbon, alumina, or activated earths, e.g. fuller's earth or floridin and elution with an at least partially water miscible solvent, e.g. acetone, butanol or methylethyl ketone. Impurities are removed by extraction with first aqueous acid of pH <5 and then with aqueous alkali pH >8. The actinomycin Z is precipitated as an amorphous red powder by the addition of a non solvent such as petroleum ether, pentane or hexane. The crude actinomycin Z is further purified using aluminium oxides as absorbent. The 6 components can be isolated by (a) chromatography using aluminium oxide or cellulose, (b) distribution between two immiscible or partially miscible phases, (c) the counter current method using an aqueous solution of sodium naphthalene b sulphonate and isopropylether as solvent system. Actinomycin Z is active against a number of organisms including influenza virus. On acid hydrolysis actinomycin Z and its components give N-methyl valine, valine N-methyl alanine, sarcosine and threonine and are orange to red in colour. Actinomycin Z has a melting point at 260 DEG -264 DEG C., an optical rotation [a ]22D = -314 DEG (c = 0.246 in chloroform), elementary analysis c = 54.88%, H = 6.42%, N = 12.25%, O (calc.) = 26.45%, U.V. maxima at 242, 429 and 443 mm in ethanol (see Fig. 4) and an I.R. Spectrum as shown in Fig. 1. Actinomycin Zo decomposes at 250 DEG C., has U.V. maxima at 236 and 437 mm and has Rf value 0.35 in the system di-n-butyl ether : n-butyl-acetate (1:3) on paper impregnated with 10% aqueous sodium metacresotinate, against Actinomycin C2 1.00. Actinmoycin Z1 has a melting point at 256-260 DEG C., optical rotation [a ]22D = - 362 DEG (c = 0.185 in chloroform), elementary analysis C = 53.97%, H = 6.79%, N = 12.30%, O = 26.94%, CH3(N) = 7.48% and CH3O = 0%, U.V. maxima at 240, 427 and 442 mm and an I.R. spectrum as shown in Fig. 2. Actinomycin Z5 has a melting point at 261-267 DEG C., optical rotation [a ]22D = -284 DEG (c = 0.244 in chloroform), elementary analysis C = 55.71%, H = 6.44%, N = 12.25%, U.V. maxima at 240, 428 and 443 mm and an I.R. spectrum as shown in Fig. 3. A mixture of Actinomycins Z2, Z3 and Z4 decomposes at 260 DEG C., has an optical rotation [a ]22D = -296 DEG (c = 0.257 in chloroform) and U.V. maxima at 240, 428 and 441 mm . Actinomycin Z and its components may be used in pharmaceutical preparations (see Group VI).ALSO:Pharmaceutical preparations for enteral, parenteral or local administration comprise the antibiotic Actinomycin Z and its components Actinomycin Z0, Z1, Z2, Z3, Z4 and Z5 or mixtures thereof (see Group IV (b)) in admixture with an organic or inorganic carrier. Specified carriers are gelatine lactose, starch, magnesium stearate, talc, vegetable oils, benzyl alcohols gums polyalkylene glycols, white petroleum jelly, cholesterol or other medicaments. The preparations may be in the form of a tablet, dragee, powder, salve, cream, suppository, solution, suspension or emulsion and may also contain preserving, stabilizing, wetting or emulsifying agents.
GB2577759A 1958-07-25 1959-07-27 A new antibiotic actinomycin z and components thereof and a process for making these substances Expired GB923612A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH6221358A CH367936A (en) 1958-07-25 1958-07-25 Process for the production of a new antibiotic
CH7404859 1959-06-05

Publications (1)

Publication Number Publication Date
GB923612A true GB923612A (en) 1963-04-18

Family

ID=25737746

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2577759A Expired GB923612A (en) 1958-07-25 1959-07-27 A new antibiotic actinomycin z and components thereof and a process for making these substances

Country Status (1)

Country Link
GB (1) GB923612A (en)

Similar Documents

Publication Publication Date Title
SU716524A3 (en) Method of preparing substances possessing antiparasitic activity
CA1041448A (en) Antibiotic a-28086 complex from streptomyces aureofaciens
DE2537902A1 (en) NEW RIFAMYCINE
GB846130A (en) New antibiotic and derivatives and salts thereof, preparations containing the same and process for the manufacture of these substances
Arai et al. Copiamycin, a new antifungal antibiotic derived from S. hygroscopicus var. chrystallogenes
US4138481A (en) Antibiotic BL580Δ and method of use
GB923612A (en) A new antibiotic actinomycin z and components thereof and a process for making these substances
US3681491A (en) Bleomycin and processes for the preparation thereof
US3674866A (en) Moenomycin and process for producing same
US3092550A (en) Antibiotic danubomycin and process for its manufacture
US3592925A (en) Antibiotics ah272alpha2 and ah272beta2 and process for producing same
Nakamura et al. On an antibiotic, mycospocidin
US3131126A (en) Antibiotic and process for its manufacture
US4110436A (en) Antibiotic a-28086 factor d and process for production thereof
US3039924A (en) Cinerubins a and b, their aglycone cinerubinone and their production
US3147184A (en) Grisonomycin and process for its manufacture
US3089816A (en) Lemacidine and process for its manufacture
US2909517A (en) Amicetin and its production
US2771397A (en) Antibiotic and method for producing it by bacillus polymyxa
GB901830A (en) A new antibiotic danubomycin and a process for its manufacture
US3627880A (en) Antibiotic copiamycin
US3819833A (en) Antibiotic largomycin and a method of producing same by cultivating streptomyces pluricolorescens nrrl 3679
US3342795A (en) Ferrichrysin, desferrichrysin, and derivatives thereof
US4132779A (en) Antibiotic BL580 Zeta and use thereof as anticoccidial agent
Shimi et al. Gluconimycin, a new antibiotic