GB883330A - Lysergic acid-alkaloids - Google Patents
Lysergic acid-alkaloidsInfo
- Publication number
- GB883330A GB883330A GB29731/60A GB2973160A GB883330A GB 883330 A GB883330 A GB 883330A GB 29731/60 A GB29731/60 A GB 29731/60A GB 2973160 A GB2973160 A GB 2973160A GB 883330 A GB883330 A GB 883330A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- acid amide
- organic solvent
- extraction
- new compounds
- 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
- C12P17/182—Heterocyclic compounds containing nitrogen atoms as the only ring heteroatoms in the condensed system
- C12P17/183—Heterocyclic compounds containing nitrogen atoms as the only ring heteroatoms in the condensed system containing an indolo[4,3-F,G]quinoleine nucleus, e.g. compound containing the lysergic acid nucleus as well as the dimeric ergot nucleus
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)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
The invention comprises two isomeric derivatives of D-lysergic acid and D-isolysergic acid having a carbinolamidic structure and empirical formula C18H21O2N3, which form maleates C22H25O6N3, yield acetaldehyde and D-lysergic acid amide or D-isolysergic acid amide on hydrolysis and are probably of the formula <FORM:0883330/IV (b)/1> also a process for their preparation by filtering a culture broth produced by the fermentation in submerged culture of virulented strains of Claviceps paspali Stevens and Hall, and extracting the filtrate with an organic solvent at a pH between 7 and 9 and at a temperature between 0 DEG C. and 10 DEG C. The extract is then concentrated and purified by successive transfers from the organic solvent (e.g. chloroform) and an acidic aqueous phase (e.g. tartaric acid solution) between 0 DEG C. and 10 DEG C., adjusting the pH of the aqueous phase to pH 7-9 before each extraction with the organic solvent. Treatment of either of the new compounds with acid (or with alkali) yields an equilibrium mixture of the two. Examples detail (a) the preparation of D-lysergic acid amide, D-isolysergic acid amide and small amounts of the new compounds (using normal temperature extraction) and (b) isolation of the new compounds by extraction at 0.5 DEG C. and equilibration of the individual isomers with aqueous acetic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT883330X | 1960-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB883330A true GB883330A (en) | 1961-11-29 |
Family
ID=11331123
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB29731/60A Expired GB883330A (en) | 1960-07-19 | 1960-08-29 | Lysergic acid-alkaloids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB883330A (en) |
-
1960
- 1960-08-29 GB GB29731/60A patent/GB883330A/en not_active Expired
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