GB930786A - Improvements in or relating to antibiotics containing a cyclopentanophenanthrene nucleus - Google Patents

Improvements in or relating to antibiotics containing a cyclopentanophenanthrene nucleus

Info

Publication number
GB930786A
GB930786A GB3247960A GB3247960A GB930786A GB 930786 A GB930786 A GB 930786A GB 3247960 A GB3247960 A GB 3247960A GB 3247960 A GB3247960 A GB 3247960A GB 930786 A GB930786 A GB 930786A
Authority
GB
United Kingdom
Prior art keywords
salts
steroid
antibiotic
antibiotic activity
soluble
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
GB3247960A
Inventor
Wagn Ole Godtfredsen
Henning Otto Bojsen Lorck
Sverre Jahnsen
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.)
KNUD ABILDGAARD
Original Assignee
KNUD ABILDGAARD
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 KNUD ABILDGAARD filed Critical KNUD ABILDGAARD
Priority to GB3247960A priority Critical patent/GB930786A/en
Priority to CH1077561A priority patent/CH458624A/en
Priority to ES270607A priority patent/ES270607A1/en
Priority to BR13277361A priority patent/BR6132773D0/en
Priority to DE19611468178 priority patent/DE1468178A1/en
Priority to BE608398A priority patent/BE608398A/en
Priority to DE19611467986 priority patent/DE1467986A1/en
Priority to FR881781A priority patent/FR1651M/en
Priority to CH911662A priority patent/CH488011A/en
Priority to DK356862AA priority patent/DK114682B/en
Priority to DK356762AA priority patent/DK114542B/en
Priority to SE13982/62A priority patent/SE334435B/xx
Priority to SE13983/62A priority patent/SE334436B/xx
Publication of GB930786A publication Critical patent/GB930786A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J13/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
    • C07C13/62—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with more than three condensed rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises a steroid designated 'Antibiotic ZN-6' of the empirical formula C31H48O6 having antibiotic activity which is sparingly soluble in water and hexane and soluble in ethanol, acetone, methyl isobutyl ketone, amyl acetate and chloroform, is capable of forming salts with inorganic and organic bases, has a melting point of 191 DEG to 192 DEG C., has a specific rotation [a ]2\d of -9 DEG in a one per cent solution in chloroform, has at 220 mm a molar extinct coefficient of 8000 in ethanol, has absorption bands at the following frequencies: 1265, 1385, 1695, 1730 and 3450 cm-1 in the infra red region of the spectrum using the potassium bromide technique, has a cyclopentano-phenanthrene ring system which is substituted with two hydroxy groups, one acetoxy group and four methyl groups, and has at the 17-position a 5-methyl-415-heptenoic acid radically connected by a double bond from the alpha carbon thereof to the 17-position of the ring system, solvates thereof with solvents, and salts thereof with pharmaceutically acceptable inorganic and organic bases, and the preparation of the said steroid by cultivating the fungus Fusidium coccineum Fuck K. Tubaki under aerobic conditions. The steroid has the probable formula <FORM:0930786/IV(a)/1> The solvates may be prepared from benzene and methanol, and the salts may be the water soluble sodium, potassium, ammonium, triethylamine, piperidine, morpholine, cyclohexylamine and monoethanolamine salts, and the slightly water soluble calcium, magnesium, sym - dibenzyl - ethylenediamine, benzyl - b -phenylethylamine and procaine salts. Other salts mentioned are the pyrrolidine, piperazine, guanidine, methylamine, and ethylamine salts, salts derived from quaternary amines such as choline and antibiotic having basic properties such as streptomycin. In the second and third Provisional Specifications it is stated that the above steriod having antibiotic activity has the probable formula <FORM:0930786/IV(a)/2> In the first Provisional Specification it is stated that the above steroid having antibiotic activity is also soluble in ethyl ether. Therapeutic compositions suitable for enteral, parenteral or local administration contain as the active ingredient the above steroid having antibiotic activity or a salt thereof with an atoxic pharmaceutically acceptable inorganic or organic base mixed with a solid or liquid pharmaceutical acceptable carrier in which the proportion of active ingredient is between 1% and 95% by weight of the composition. The composition may be in the form a dosage unit containing from 0.05 to 1.00g of the free steroid. The compositions may be in the form of tablets, pills, dragees, suppositories or ointments, or injectabe solutions in ampoules.
GB3247960A 1960-09-21 1960-09-21 Improvements in or relating to antibiotics containing a cyclopentanophenanthrene nucleus Expired GB930786A (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
GB3247960A GB930786A (en) 1960-09-21 1960-09-21 Improvements in or relating to antibiotics containing a cyclopentanophenanthrene nucleus
CH1077561A CH458624A (en) 1960-09-21 1961-09-18 Process for the production of a new antibiotic and its salts
ES270607A ES270607A1 (en) 1960-09-21 1961-09-19 Method to produce a new antibiotics (Machine-translation by Google Translate, not legally binding)
BR13277361A BR6132773D0 (en) 1960-09-21 1961-09-20 PROCESS FOR THE PREPARATION OF THE ZN-6 ANTIBIOTIC AND ITS SALTS
DE19611468178 DE1468178A1 (en) 1960-09-21 1961-09-21 Process for the isolation of the antibiotic fusidic acid from fermentation broths by extraction
BE608398A BE608398A (en) 1960-09-21 1961-09-21 New antibiotic ZN-6
DE19611467986 DE1467986A1 (en) 1960-09-21 1961-09-21 Process for the isolation of the antibiotic fusidic acid by selective adsorption
FR881781A FR1651M (en) 1960-09-21 1961-12-13 New antibiotic zn-6.
CH911662A CH488011A (en) 1960-09-21 1962-07-30 Process for the production of the antibiotic fusidic acid and its salts
DK356862AA DK114682B (en) 1960-09-21 1962-08-14 Process for recovering an antibiotic substance, fusidic acid or salts thereof, from a culture broth containing the substance.
DK356762AA DK114542B (en) 1960-09-21 1962-08-14 Process for recovering an antibiotic substance, fusidic acid or salts thereof, from a culture broth containing the substance.
SE13982/62A SE334435B (en) 1960-09-21 1962-12-27
SE13983/62A SE334436B (en) 1960-09-21 1962-12-27

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3247960A GB930786A (en) 1960-09-21 1960-09-21 Improvements in or relating to antibiotics containing a cyclopentanophenanthrene nucleus

Publications (1)

Publication Number Publication Date
GB930786A true GB930786A (en) 1963-07-10

Family

ID=10339205

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3247960A Expired GB930786A (en) 1960-09-21 1960-09-21 Improvements in or relating to antibiotics containing a cyclopentanophenanthrene nucleus

Country Status (2)

Country Link
BR (1) BR6132773D0 (en)
GB (1) GB930786A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2208110A1 (en) * 2002-11-19 2004-06-01 Ercros Industrial, S.A. Procedures are for obtaining crystalline forms of fusidic acid and involve crystallizations in mixtures of water-alcohol or cetone of low molecular weight, denominated as forms I, II and III
WO2007051468A2 (en) * 2005-10-31 2007-05-10 Leo Pharma A/S Preparation of an antibiotic crystalline fusidic acid

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2208110A1 (en) * 2002-11-19 2004-06-01 Ercros Industrial, S.A. Procedures are for obtaining crystalline forms of fusidic acid and involve crystallizations in mixtures of water-alcohol or cetone of low molecular weight, denominated as forms I, II and III
WO2007051468A2 (en) * 2005-10-31 2007-05-10 Leo Pharma A/S Preparation of an antibiotic crystalline fusidic acid
WO2007051468A3 (en) * 2005-10-31 2007-10-04 Leo Pharma As Preparation of an antibiotic crystalline fusidic acid
JP2009513683A (en) * 2005-10-31 2009-04-02 レオ・ファーマ・アクティーゼルスカブ Preparation of crystalline fusidic acid, an antibiotic
AU2006310873B2 (en) * 2005-10-31 2012-05-24 Leo Pharma A/S Preparation of an antibiotic crystalline fusidic acid
US8933063B2 (en) 2005-10-31 2015-01-13 Leo Pharma A/S Preparation of a crystalline antibiotic substance

Also Published As

Publication number Publication date
BR6132773D0 (en) 1973-05-31

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