US4279894A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Streptomyces metabolite
Assignee: S-P Veterinary Ltd
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Filing: 1979-07-25
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Granted: 1981-07-21
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Expires: 1999-07-25
Abstract
Abstract The invention relates to a novel metabolite, M.139603, of the empirical formula C35H53O8Na, which is obtained from the aerobic fermentation of a novel Streptomyces species, NCIB 11426, and to the corresponding free acid form thereof, C35H54O8. M.139,603 reduces the proportion of methane produced by the "digestion" of food in the rumen of ruminant animals and increases the proportion of propionate to acetate in the rumen contents. The compound is therefore useful for increasing the growth rate of ruminant animals, and/or for increasing their efficiency of food conversion. The compound also possesses activity against Gram positive micro-organisms, and against coccidia, for example Eimeria tenella.
Inventors
- 👤 David H. Davies
- 👤 Geoffrey L. F. Norris
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 22:18
CPC Classifications
C; C12; C12P; C12P1/00; C12P1/06; A; A23; A23K; A23K20/00; A23K20/10; A23K20/195; C12N; C12N1/00; C12N1/20; C12N1/205; C12R; C12R2001/00; C12R2001/01; C12R2001/465; Y; Y02; Y02P; Y02P60/00; Y02P60/20; Y02P60/22
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
198 words
The compound M.139603 which has the following characteristics: (a) molecular formula C 35 H 53 O 8 Na as indicated by mass spectrometry, which shows a molecular ion, M + , of mass 624.361 (calculated for C 35 H 53 O 8 Na=624.364), and by elementary analysis; C=67.5, H=8.8%, (calculated for C 35 H 53 0 8 .Na--C=67.3, H=8.5%); (b) infra-red spectrum in nujol mull, as shown in FIG. 1, containing characteristic absorptions at 3300, 1725, 1645, 1565 and 915 cm. -1 ; (c) proton magnetic resonance spectrum in deuteriochloroform as shown in FIG. 2; (d) ultra-violet spectrum in methanol solution shows a characteristic absorption at 234 nm (ε=12900) and 272 nm (ε=10800); (e) melting point 176°-178° C.; (f) [α] D 23 =-82° (c=0.2 in methanol); and the corresponding "free acid" form thereof of the molecular formula C 35 H 54 O 8 , characterised by R F =0.55 (approximately) on thin layer chromatography on silica gel (Merck's "Kieselgel 60F-254"--trade mark), 0.25 mm, thickness, developed with a mixture of diethyl ether, methanol and formic acid in the proportion 95:4:1 by volume; UV in ethanol 274 nm (ε=13900), broad; or other alkali metal salts which can be derived therefrom.
Claim 2
Dependent Claim
198 words
The compound M.139603 which has the following characteristics: (a) molecular formula C 35 H 53 O 8 Na as indicated by mass spectrometry, which shows a molecular ion, M + , of mass 624.361 (calculated for C 35 H 53 O 8 Na=624.364), and by elementary analysis; C=67.5, H=8.8%, (calculated for C 35 H 53 0 8 .Na--C=67.3, H=8.5%); (b) infra-red spectrum in nujol mull, as shown in FIG. 1, containing characteristic absorptions at 3300, 1725, 1645, 1565 and 915 cm. -1 ; (c) proton magnetic resonance spectrum in deuteriochloroform as shown in FIG. 2; (d) ultra-violet spectrum in methanol solution shows a characteristic absorption at 234 nm (ε=12900) and 272 nm (ε=10800); (e) melting point 176°-178° C.; (f) [α] D 23 =-82° (c=0.2 in methanol); and the corresponding "free acid" form thereof of the molecular formula C 35 H 54 O 8 , characterised by R F =0.55 (approximately) on thin layer chromatography on silica gel (Merck's "Kieselgel 60F-254"--trade mark), 0.25 mm, thickness, developed with a mixture of diethyl ether, methanol and formic acid in the proportion 95:4:1 by volume; UV in ethanol 274 nm (ε=13900), broad; or other alkali metal salts which can be derived therefrom.
Claim 3
Dependent Claim
95 words
A process for the manufacture of the compounds claimed in claim 1, which comprises culturing an M.139603--producing strain of Streptomyces longisporoflavus identified as NCIB 11426 in an aqueous nutrient medium containing a source of assimilable carbon, under shaken aerobic conditions at a temperature of between 22° and 32° C., extracting the fermentation mixture thus obtained with a water-immiscible organic solvent by conventional means; and evaporating the solvent, to obtain the sodium salt, M.139603, may be converted to the "free acid", and the "free acid" may be converted to other alkali metal salts, by conventional means.
Claim 4
Dependent Claim
17 words
A process according to claim 2 which involves converting the sodium salt M.139603 to the free acid.
Claim 5
Dependent Claim
22 words
A process according to claim 3 which comprises converting the free acid to an alkali metal salt other than the sodium salt.
Claim 6
Dependent Claim
30 words
A method for increasing growth in domestic ruminant animals which comprises orally administering to the animals a compound as claimed in claim 1 in an amount effective to increase growth.
Claim 7
Dependent Claim
35 words
A composition for increasing growth in ruminant animals which comprises from 5 ppm. to 50% w/w of a compound as claimed in claim 1, together with a solid or liquid, edible non-toxic diluent or carrier.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-07-20 | 1985-01-19 | 1985-07-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-07-20 | 1989-01-19 | 1989-07-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-07-20 | 1993-01-19 | 1993-07-21 | $7700.00 | Window Closed / Lapsed |