GB1330900A - Antibiotic thiopeptin compound and the preparation thereof - Google Patents
Antibiotic thiopeptin compound and the preparation thereofInfo
- Publication number
- GB1330900A GB1330900A GB5543070A GB5543070A GB1330900A GB 1330900 A GB1330900 A GB 1330900A GB 5543070 A GB5543070 A GB 5543070A GB 5543070 A GB5543070 A GB 5543070A GB 1330900 A GB1330900 A GB 1330900A
- Authority
- GB
- United Kingdom
- Prior art keywords
- thiopeptin
- animal feed
- antibiotic
- chloroform
- nov
- 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
- 229930185202 Thiopeptin Natural products 0.000 title abstract 4
- IXEQUEFFDUXSRS-UGJHNBEYSA-N Thiopeptin Bb Natural products CC=C1NC(=O)[C@@H](NC(=O)c2csc(n2)[C@]34CCC(=N[C@@H]3c5csc(n5)[C@@H](NC(=S)c6csc(n6)[C@H](NC(=O)[C@@H]7CN=C1S7)[C@@](C)(O)[C@H](C)O)[C@H](C)OC(=O)c8cc([C@@H](C)O)c9C=C[C@@H](N[C@H](C(C)C)C(=O)N[C@H](C)C(=O)NC(=C)C(=O)N[C@H](C)C(=O)N4)[C@@H](O)c9n8)c%10nc(cs%10)C(=O)NC(=C)C(=O)NC(=C)C(=O)O)[C@H](C)O IXEQUEFFDUXSRS-UGJHNBEYSA-N 0.000 title abstract 3
- 230000003115 biocidal effect Effects 0.000 title abstract 3
- 108010030742 thiopeptin Proteins 0.000 title abstract 3
- -1 thiopeptin compound Chemical class 0.000 title 1
- VMKSXBAZNFWPIJ-WIHKEONCSA-N thiopeptin a4 Chemical compound C1([C@H]2CCC34C=5SC=C(N=5)C(=O)NC(C(=O)N\C(C=5SC[C@@H](N=5)C(=O)NC(C=5SC=C(N=5)C(=S)NC(C=5SC=C(N=5)[C@H]3N2)C(C)OC(=O)C=2N=C3[C@@H](O)[C@H](NC(C(C)C)C(=O)NC(C)C(=O)NC(=C)C(=O)N[C@@H](C)C(=O)N4)C=CC3=C(C(C)O)C=2)C(C)(O)C(C)O)=C/C)C(C)O)=NC(C(=O)NC(=C)C(N)=O)=CS1 VMKSXBAZNFWPIJ-WIHKEONCSA-N 0.000 abstract 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 4
- 241001465754 Metazoa Species 0.000 abstract 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- SRTDKHGZQCTGBY-RVDKCFQWSA-N thiopeptin Chemical compound N1C2C(N=3)=CSC=3C(C(C)OC(=O)C=3N=C4C(O)C(NC(C(C)C)C(=O)NC(C)C(=O)NC(=C)C(=O)NC(C)C(=O)N5)C=CC4=C(C(C)O)C=3)NC(=S)C(N=3)=CSC=3C(C(C)(O)C(C)O)NC(=O)C(N=3)CSC=3C(=C/C)\NC(=O)C(C(C)O)NC(=O)C(N=3)=CSC=3C25CCC1C1=NC(C(N)=O)=CS1 SRTDKHGZQCTGBY-RVDKCFQWSA-N 0.000 abstract 2
- 241000287828 Gallus gallus Species 0.000 abstract 1
- 241000873517 Streptomyces tateyamensis Species 0.000 abstract 1
- 238000010521 absorption reaction Methods 0.000 abstract 1
- 238000000862 absorption spectrum Methods 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 230000000996 additive effect Effects 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 238000004587 chromatography analysis Methods 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- 239000006052 feed supplement Substances 0.000 abstract 1
- 238000000855 fermentation Methods 0.000 abstract 1
- 230000004151 fermentation Effects 0.000 abstract 1
- 238000002329 infrared spectrum Methods 0.000 abstract 1
- 238000002844 melting Methods 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 235000015097 nutrients Nutrition 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 238000011084 recovery Methods 0.000 abstract 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/195—Antibiotics
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
1330900 Thiopeptin A4 FUJISAWA PHARMACEUTICAL CO Ltd 20 Nov 1970 [21 Nov 1969] 55430/70 Heading C2A The new antibiotic thiopeptin A4, which is a pale yellow crystalline solid melting with decomposition at 236‹ to 245‹ C.; containing C= 50À13%, H=5-30%, N=15À22%, S=12À02% and O by difference; having a molecular weight 1854; an optical rotation [α]23= - 81À5 degrees D (C=1À0 in CHCl 3 ); an Rf value of 0À57 on chromatography in ethyl acetate : n-hexane : 2N ammonia, 4 : 1 : 1 by volume; an ultraviolet absorption spectrum as shown in Fig. 1 having shoulders at 235 to 250 mÁ, 295 mÁ and 303 to 308 mÁ; and an infra-red spectrum as shovm in Fig. 2 having absorption peaks at 3340, 3330, 1735, 1655, 1585, 1530, 1490, 1420, 1345, 1305, 1250, 1210, 1160, 1110, 1090, 1065, 1025, 1000, 975, 950, 920, 895, 880, 860, 840, 768, 725, 705, 680 and 660 cm.<SP>-1</SP>; is produced by aerobically cultivating Streptomyces tateyamensis (ATCC. 21389) or a thiopeptin A4- producing variant or mutant thereof in an aqueous nutrient medium and recovering the thiopeptin A4 from the fermented medium. The antibiotic may be recovered by the same procedure as described in Specification 1,265,562 for the recovery of thiopeptin mixture (i.e. thiopeptins A 1 , A 2 , A 3 and B), such as extracting the fermentation broth with chloroform and chromatographing on a silicic acid column with chloroform : methanol, when the thiopeptin A4 is eluted as the last component. Animal feed compositions-Thiopeptin A4 may be employed as a growth-promoting additive in animal feedstuffs, especially chicken food. Thus, an animal feed or feed supplement may comprise a basal animal feed ration together with thiopeptin A4, which may be added in the form of a dried thiopeptin-A4-containing mycelium cake.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9388169 | 1969-11-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1330900A true GB1330900A (en) | 1973-09-19 |
Family
ID=14094803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5543070A Expired GB1330900A (en) | 1969-11-21 | 1970-11-20 | Antibiotic thiopeptin compound and the preparation thereof |
Country Status (5)
| Country | Link |
|---|---|
| CA (1) | CA960168A (en) |
| DE (1) | DE2057033C2 (en) |
| FR (1) | FR2073403B2 (en) |
| GB (1) | GB1330900A (en) |
| NL (1) | NL169755C (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1090728A (en) * | 1976-02-04 | 1980-12-02 | Eli Lilly And Company | Antibiotic a-7413 mixture comprising factors a,b,c and d and a process for producing it |
-
1970
- 1970-11-20 DE DE2057033A patent/DE2057033C2/en not_active Expired
- 1970-11-20 NL NLAANVRAGE7017020,A patent/NL169755C/en not_active IP Right Cessation
- 1970-11-20 CA CA098,757A patent/CA960168A/en not_active Expired
- 1970-11-20 GB GB5543070A patent/GB1330900A/en not_active Expired
- 1970-11-20 FR FR7041774A patent/FR2073403B2/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2073403A2 (en) | 1971-10-01 |
| FR2073403B2 (en) | 1974-08-30 |
| NL169755C (en) | 1982-08-16 |
| CA960168A (en) | 1974-12-31 |
| DE2057033A1 (en) | 1971-06-03 |
| DE2057033C2 (en) | 1983-01-05 |
| NL7017020A (en) | 1971-05-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |