GB918728A - A process for the manufacture of a biologically active material - Google Patents

A process for the manufacture of a biologically active material

Info

Publication number
GB918728A
GB918728A GB5017/59A GB501759A GB918728A GB 918728 A GB918728 A GB 918728A GB 5017/59 A GB5017/59 A GB 5017/59A GB 501759 A GB501759 A GB 501759A GB 918728 A GB918728 A GB 918728A
Authority
GB
United Kingdom
Prior art keywords
farnesyl
isooctane
minimum
biologically active
active material
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
Application number
GB5017/59A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB918728A publication Critical patent/GB918728A/en
Expired legal-status Critical Current

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
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/66—Preparation of oxygen-containing organic compounds containing the quinoid structure
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
    • C12N1/14—Fungi; Culture media therefor
    • C12N1/16—Yeasts; Culture media therefor
    • C12N1/18—Baker's yeast; Brewer's yeast
    • C12N1/185—Saccharomyces isolates
    • 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
    • C12P1/00—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes
    • C12P1/02—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes by using fungi
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/645—Fungi ; Processes using fungi
    • C12R2001/85—Saccharomyces
    • C12R2001/865—Saccharomyces cerevisiae

Abstract

A biologically active material, 2,3-dimethoxy-5-methyl-6-(farnesyl-farnesyl) - benzoquinone-(1,4), substantially in the form of a deep orange-coloured oil which forms orange-yellow crystals of m.p. 19 DEG -20 DEG C. and which has u.v. absorption maximum at 272 mm (E11 cm.% = ca 240) and minimum at 238 (E11 cm.% = ca 73), infrared absorption bands at 3.48, 6.03, 6.06, 6.19, 6.92, 7.23, 7.51, 7.78, 7.94, 8.32, 8.69, 9.11, 9.85, 10.60, 11.98, 13.47 and 14.16 mm , an Rf value of ca 0.54 in a paper chromatogram (using paper treated with silicone oil and using a mixture of 60% isopropanol, 2.5% glacial acetic acid and 37.5% water as the developer) and which distributes itself in a 2-phase system consisting of absolute methanol and isooctane in the proportion of 2.5 to 1, is obtained by heating yeast with an aqueous alkali metal hydroxide, extracting the resultant mixture with a water-immiscible organic solvent, dissolving the dried extract material in hot acetone, cooling the solution, filtering off the precipitated sterines, concentrating the filtrate, chromatographing the residue at least once on an aluminium oxide column using petroleum ether and diethyl ether and separating same by countercurrent partition between absolute methanol and isooctane, selecting and working up only those fractions which show an u.v. absorption maximum at about 272 mm and minimum at about 238 mm . Specification 918,727 is referred to.
GB5017/59A 1958-08-29 1959-08-21 A process for the manufacture of a biologically active material Expired GB918728A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH6341558A CH368113A (en) 1958-08-29 1958-08-29 Process for the production of a medicinal substance

Publications (1)

Publication Number Publication Date
GB918728A true GB918728A (en) 1963-02-20

Family

ID=4524978

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5017/59A Expired GB918728A (en) 1958-08-29 1959-08-21 A process for the manufacture of a biologically active material

Country Status (3)

Country Link
BE (1) BE582043A (en)
CH (1) CH368113A (en)
GB (1) GB918728A (en)

Also Published As

Publication number Publication date
BE582043A (en) 1960-02-26
CH368113A (en) 1963-03-31

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