GB1301899A - - Google Patents
Info
- Publication number
- GB1301899A GB1301899A GB1301899DA GB1301899A GB 1301899 A GB1301899 A GB 1301899A GB 1301899D A GB1301899D A GB 1301899DA GB 1301899 A GB1301899 A GB 1301899A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyracrimycin
- antibiotic
- pyrrolidinacrylamide
- pyrroline
- acrylamide
- 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
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
Abstract
1301899 Antibiotic pyracrimycin A GRUPPO LEPETIT SpA 21 Dec 1970 60645/70 Headings C2A and C2C The antibiotic pyracrimycin A which is 1-pyrroline-2-acrylamide; also known as desdanine (see Specification 1,125,723) is produced by aerobically cultivating Streptomyces eridani nov. sp. A.T.C.C. 21619 in aqueous nutrient medium containing assimilable sources of carbon and nitrogen and inorganic salts. Pyracrimycin A is characterized as being a white crystalline substance melting at 215‹ to 216‹ C., molecular weight 138À17, analysis: C = 60À99, H = 7À50, N = 20À20, O (by difference) = 11À31, having a U.V. absorption peak in methanol at 235 mÁ (# = 22,000) and I.R. absorption peaks at 3250, 3050, 1670, 1620, 1590 and 972 cm<SP>-1</SP>. The antibiotic is isolated from the filtered fermentation broth by extracting with a water-immiscible solvent e.g. butanol, concentrating the extract and adding petroleum ether, when pyracrimycin A is precipitated in admixture with an antibiotically inactive metabolite, pyracrimycin B. The mixture is recrystallized from methanol and the solid is extracted with a hot chlorinated hydrocarbon solvent, e.g. chloroform, which dissolves out the inactive component leaving the purified pyracrimycin A. The antibiotic may be reduced to its novel antibiotically active dihydro derivative, 2- pyrrolidinacrylamide of formula by treatment with a metal borohydride (e.g. NaBH 4 ) in ethanol. Pharmaceutical compositions having antibiotic activity against Gram-positive and -negative micro-organisms, comprise pyracrimycin A (i.e. 1 - pyrroline - 2 - acrylamide) or dihydropyracrimycin A (i.e. 2-pyrrolidinacrylamide) together with a pharmaceutically acceptable carrier.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB6064570 | 1970-12-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1301899A true GB1301899A (en) | 1973-01-04 |
Family
ID=10485874
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1301899D Expired GB1301899A (en) | 1970-12-21 | 1970-12-21 |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1301899A (en) |
-
1970
- 1970-12-21 GB GB1301899D patent/GB1301899A/en not_active Expired
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |