ES296840A1 - A procedure for the preparation of antibiotics (Machine-translation by Google Translate, not legally binding) - Google Patents
A procedure for the preparation of antibiotics (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES296840A1 ES296840A1 ES0296840A ES296840A ES296840A1 ES 296840 A1 ES296840 A1 ES 296840A1 ES 0296840 A ES0296840 A ES 0296840A ES 296840 A ES296840 A ES 296840A ES 296840 A1 ES296840 A1 ES 296840A1
- Authority
- ES
- Spain
- Prior art keywords
- substituted
- cyclohexene
- alkyl
- phenoxyl
- benzoyl
- 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
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to antibiotically active l-substituted-3-cyclohexene compounds of Formul[mu] I, II and III:- wherein R is H, an alkali metal, an alkaline earth metal or C 1-3 alkyl wherein R is OH, C 1-10 alkoxyl, phenoxyl, alkylsubstituted phenoxyl containing up to 10 carbon atoms, benzyloxy, amino or monoalkylamino containing up to 10 C atoms, and R 1 is H, C 1-10 alkanoyl, benzoyl, C 1-10 alkyl-substituted benzoyl or benzyloxycarbonyl in which R is OH, C 1-10 alkoxyl, phenoxyl, C 1-10 alkyl-substituted phenoxyl, benzyoxyl, amino or C 1-10 monoalkylamino, R 1 is H, C 1-10 alkanoyl, benzoyl or C 1-10 alkyl-substituted benzoyl. The acids (+)-3-cyclohexene-1-glyoxylic acid, (+)- 3-cyclohexene-1-glycine and (+)-3-cyclohexene- 1-hydroxyacetic acid are obtained by cultivating Streptomyces antibioticus ATCC 14890 or ATCC 14891, or a mutant thereof capable of producing said acids, in an aqueous nutrient medium and, where appropriate, converting the acid form of the antibiotic to one of the above salts or treating with an esterifying, amidating or acylating agent. The acids are recovered from the fermentation broth by extraction or adsorption. Antibiotically active pharmaceutical compositions contain a 1-substituted-3-cyclohexene of Formul[mu] I, II or III.The invention relates to antibiotically active 1-substituted-3-cyclohexene compounds of Formulae I, II and III:- <FORM:1050371/C2/1> wherein R is H, an alkali metal, an alkaline earth metal or C1- 3 alkyl <FORM:1050371/C2/2> wherein R is OH, C1- 10 alkoxyl, phenoxyl, alkyl-substituted phenoxyl containing up to 10 carbon atoms, benzyloxy, amino or monoalkylamino containing up to 10 C atoms, and R1 is H, C1- 10 alkanoyl, benzoyl, C1- 10 alkyl-substituted benzoyl or benzyloxycarbonyl <FORM:1050371/C2/3> in which R is OH, C1- 10 alkoxyl, phenoxyl, C1- 10 alkyl-substituted phenoxyl, benzyoxyl, amino or C1- 10 monoalkylamino, R1 is H, C1- 10 alkanoyl, benzoyl or C1- 10 alkyl-substituted benzoyl. The acids (+)-3-cyclohexene-1-glyoxylic acid, (+)-3-cyclohexene-1-glycine and (+)-3-cyclohexene-1-hydroxyacetic acid are obtained by cultivating Streptomyces antibioticus ATCC 14890 or ATCC 14891, or a mutant thereof capable of producing said acids, in an aqueous nutrient medium and, where appropriate, converting the acid form of the antibiotic to one of the above salts or treating with an esterifying, amidating or acylating agent. The acids are recovered from the fermentation broth by extraction or adsorption. Antibiotically active pharmaceutical compositions contain a 1-substituted-3-cyclohexene of Formulae I, II or III.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US262829A US3271439A (en) | 1963-03-05 | 1963-03-05 | 3-cyclohexene-1-glyoxylic acid, salts and esters |
US292848A US3303210A (en) | 1963-07-05 | 1963-07-05 | 3-cyclohexene-1-glycines and 1-hydroxyacetates and production thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
ES296840A1 true ES296840A1 (en) | 1964-08-16 |
Family
ID=26949482
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES0296840A Expired ES296840A1 (en) | 1963-03-05 | 1964-02-25 | A procedure for the preparation of antibiotics (Machine-translation by Google Translate, not legally binding) |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE644682A (en) |
DE (1) | DE1230525B (en) |
ES (1) | ES296840A1 (en) |
FR (1) | FR4059M (en) |
GB (1) | GB1050371A (en) |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE946256C (en) * | 1953-06-01 | 1956-07-26 | Pfizer & Co C | Process for producing and obtaining an antibiotic |
US2757123A (en) * | 1955-06-29 | 1956-07-31 | Pfizer & Co C | Oleandomycin, its salts and production |
-
1964
- 1964-02-25 ES ES0296840A patent/ES296840A1/en not_active Expired
- 1964-03-02 GB GB874164A patent/GB1050371A/en not_active Expired
- 1964-03-04 BE BE644682D patent/BE644682A/xx not_active Expired
- 1964-03-04 DE DEP33743A patent/DE1230525B/en active Pending
- 1964-03-05 FR FR966277A patent/FR4059M/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR4059M (en) | 1966-05-09 |
BE644682A (en) | 1964-09-04 |
DE1230525B (en) | 1966-12-15 |
GB1050371A (en) | 1966-12-07 |
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