GB887825A - A process for preparing the antibiotic cycloheximide and its isomer by fermentation - Google Patents
A process for preparing the antibiotic cycloheximide and its isomer by fermentationInfo
- Publication number
- GB887825A GB887825A GB11935/59A GB1193559A GB887825A GB 887825 A GB887825 A GB 887825A GB 11935/59 A GB11935/59 A GB 11935/59A GB 1193559 A GB1193559 A GB 1193559A GB 887825 A GB887825 A GB 887825A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cycloheximide
- isomer
- carbon atoms
- water
- methanol
- 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
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/86—Oxygen atoms
- C07D211/88—Oxygen atoms attached in positions 2 and 6, e.g. glutarimide
Abstract
<PICT:0887825/IV (b)/1> Cycloheximide and an isomer thereof, herein designated naramycin A p and B, respectively, are produced by the aerobic cultivation of a cycloheximide-producing strain of Streptomyces naraensis (Nov. Specification), especially S. naraensis ATCC 13788, in an aqueous nutrient medium containing carbohydrates, nitrogen compounds and mineral salts. A temperature of 24 DEG C. to 30 DEG C. and duration of cultivation of 2 to 7 days is used. The medium used in the example consists of glucose, starch, soyabean, sodium chloride, wheat-gluten cake and water and the pH was adjusted to 7.0. The cycloheximide is isolated by (a) solvent extraction or (b) adsorption. The extraction is by means of a water-immiscible solvent such as alkyl acetates wherein the alkyl has 2 to 5 carbon atoms, mono alcohols having 3 to 5 carbon atoms and chlorinated hydrocarbons of 1 to 5 carbon atoms. In the example, the classified broth is adjusted to pH 5.5, adsorbed on activated carbon, eluted therefrom with methanol acidified with hydrochloric acid to pH 2.0. The methanol removed from the eluate with the introduction of water and the aqueous residue extracted with ethyl acetate. After removal of the ethyl acetate, the crude is dissolved in isoamyl acetate and cycloheximide crystallised therefrom. The mother liquor is concentrated to remove the solvent, the residue dissolved in benzene, passed down a column of activated alumina, eluted with benzene containing 3% methanol, concentrated and ether added to precipitate the isomer of cycloheximide (naramycin B) which has the infra-red adsorption spectrum shown in the Figure. Specification 639,943 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP887825X | 1958-04-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB887825A true GB887825A (en) | 1962-01-24 |
Family
ID=13952405
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB11935/59A Expired GB887825A (en) | 1958-04-10 | 1959-04-09 | A process for preparing the antibiotic cycloheximide and its isomer by fermentation |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB887825A (en) |
-
1959
- 1959-04-09 GB GB11935/59A patent/GB887825A/en not_active Expired
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