GB1201727A - A new antibiotic - Google Patents
A new antibioticInfo
- Publication number
- GB1201727A GB1201727A GB39032/68A GB3903268A GB1201727A GB 1201727 A GB1201727 A GB 1201727A GB 39032/68 A GB39032/68 A GB 39032/68A GB 3903268 A GB3903268 A GB 3903268A GB 1201727 A GB1201727 A GB 1201727A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tuberactin
- salt
- solvent
- aqueous
- dye
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
- C12P17/188—Heterocyclic compound containing in the condensed system at least one hetero ring having nitrogen atoms and oxygen atoms as the only ring heteroatoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
1,201,727. The antibiotic tuberactin. TOYO JOZO K.K. 15 Aug., 1968 [17 Aug., 1967], No. 39032/68. Heading C2A. The new antibiotic tuberactin, having antibacterial activity especially against tuberculosis bacilli, has the following characteristics: (a) a white crystalline basic peptide substance, the hydrochloride salt having an elementary analysis of C = 33.95%, H = 5.66%, N = 22.69%, Cl = 12.40%, O (by difference) = 25.30%; (b) molecular weight = 473 (cryoscopically) or 486 (by titration); (c) empirical formula of the HCl salt: C 16 H 31 N 9 O 9 .2HCl; (d) melting point of the HCl salt: 244-264 degrees (decomposition) ; (e) optical rotation (HCl salt): [α] D <SP>25</SP>= -31À5 degrees (C = 1%, HcO); (f) U.V. absorp tion peaks: #max = 268 mÁ, E<SP>1% </SP> 1cm = 330 (in H 2 O), max= 268.5 5 mÁ, E<SP>1%</SP> 1cm = 313 (in O.IN.HCI), # max = 285.5 mÁ, E<SP>1%</SP> 1cm = 206-5 (in 0À1 N. NaOH), and having a U.V. absorption spectrum as shown in Fig. 1 above; (g) I.R. absorption peaks (HC1 salt) at wave numbers 3250, 1660, 1495, 1225, 1154 and 1045 cm.-<SP>1</SP> and an I.R. absorption spectrum as shown in Fig. 2 above; (h) the HCl salt is soluble in water, slightly soluble in MeOH, D.M.F. and 2-methoxy-ethanol, and insoluble or almost insoluble in ether, CHCl 3 , n-butanol, EtAc, dioxan, EtOH, pyridine, acetone and benzene; (i) a positive reaction to the ninhydrin, Sakaguchi and biuret tests, a negative reaction to the isatin, Pauli, Molisch and Elson-Morgan tests, and a yellow colour in the Erlich test; and has a basicity of pKa 1 = 7.2, pKa 2 = 10À3. Tuberactin is produced by aerobically cultivating Streptomyces griseoverticillatus var. tuberacticus, NRRL, 3482 or a tuberactin-producing mutant thereof in an aqueous nutrient medium of conventional composition. Crude tuberactin is isolated from the filtered medium by (a) precipitation with a sulphonic acid dye such as methyl orange, eriochrome violet or Alizarin Red S, and either suspending the tuberactin-dye salt in an organic non-solvent and adding an acid salt of triethylamine to precipitate the corresponding tuberactin-acid salt, or dissolving the dye salt in aqueous acid, extracting the dye with water-immiscible solvent, concentrating the solution and adding a miscible non- solvent to precipitate the tuberactin acidaddition salt; or (b) adsorption on a cation exchange resin and elution with dilute aqueous acid or alkali, followed by neutralization and concentration of the eluate from which tuberactin is precipitated with a non-solvent. Alternatively the filtered medium may be purified by dialysis and gel-filtration, concentrated and the tuberactin precipated with a non-solvent. The crude material is purified by re-crystallization from aqueous-alkanol, chromatography on a column of cation-exchange resin, silica-gel or cellulose, dissolution in water followed by precipitation with triethylamine sulphate and a water-miscible non-solvent, or thin layer chromatography on silica gel with 10% aqueous ammonium acetate/acetone/ 10% aqueous ammonia, 9 : 10 : 0.5 (v/v).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5242367 | 1967-08-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1201727A true GB1201727A (en) | 1970-08-12 |
Family
ID=12914358
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB39032/68A Expired GB1201727A (en) | 1967-08-17 | 1968-08-15 | A new antibiotic |
Country Status (6)
Country | Link |
---|---|
AT (1) | AT285815B (en) |
CH (1) | CH517176A (en) |
DE (1) | DE1795154C3 (en) |
FR (1) | FR8455M (en) |
GB (1) | GB1201727A (en) |
NL (1) | NL6811677A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115197972A (en) * | 2022-09-13 | 2022-10-18 | 中国农业科学院农产品加工研究所 | Anti-aging streptomyces bricorubidus extract and preparation method thereof |
-
1968
- 1968-08-15 GB GB39032/68A patent/GB1201727A/en not_active Expired
- 1968-08-16 AT AT802068A patent/AT285815B/en not_active IP Right Cessation
- 1968-08-16 CH CH1233668A patent/CH517176A/en not_active IP Right Cessation
- 1968-08-16 NL NL6811677A patent/NL6811677A/xx unknown
- 1968-08-16 DE DE1795154A patent/DE1795154C3/en not_active Expired
- 1968-08-19 FR FR163365A patent/FR8455M/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL6811677A (en) | 1969-02-19 |
CH517176A (en) | 1971-12-31 |
DE1795154C3 (en) | 1974-03-28 |
DE1795154A1 (en) | 1970-08-20 |
AT285815B (en) | 1970-11-10 |
DE1795154B2 (en) | 1973-08-09 |
FR8455M (en) | 1971-09-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PLNP | Patent lapsed through nonpayment of renewal fees |