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US5281727A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of using ion exchange media to increase taxane yields

Assignee: Mayne Pharma USA Inc
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Filing: 1992-11-27
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Granted: 1994-01-25
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Expires: 2012-11-27
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Abstract

Abstract The present invention is a method that uses an absorption column for the cleavage and recovery of taxanes, which are not normally detected as free taxanes. The method processes a first solution that contains standard detectable taxanes and other undetectable taxane compounds to generate a second solution that contains a higher percentage of detectable standard taxane then the first solution. The first step of this method is loading a column having a first opening and a second opening with an ion exchange media. The next step is placing the first solution in the first opening of the column so that the first solution passes through the ion exchange media in the column and flows to the second opening. Thus, the taxane compounds are converted to standard taxanes by an ion exchange reaction and the second solution is formed. Then the next step is collecting, from the second opening of the column, the second solution and recovering from the second solution a larger percentage of standard taxanes then was detectable in the first solution. The ion exchange media of the present solution is an ion exchange resin. The ion exchange resin can be a mixture of an anion exchange resin and a cation exchange resin. The anion exchange resin is in the OH-form. The cation exchange resin is in the H + form. Preferably, the ion exchange resin is alumina.

Inventors

  • 👤 David R. Carver
  • 👤 Timothy R. Prout
  • 👤 Christopher T. Workman
  • 👤 Donia L. Henderson
  • 👤 Charles L. Hughes

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 14:17
CPC Classifications
C; C07; C07D; C07D305/00; C07D305/14

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 129 words
A method of processing a first solution that contains detectable standard taxanes and other taxane compounds to generate a second solution containing a higher percentage of detectable standard taxanes than said first solution including the steps of: loading a column having a first opening and a second opening with an ion exchange media; placing said first solution in said first opening of said column so that said first solution passes through said ion exchange media to said opening thereby said taxane compounds are converted to standard taxanes by an ion exchange reaction wherein a a second solution is formed; collecting from said second opening of said column said second solution; and recovering from said second solution a larger percentage of standard taxanes than was detectable in said first solution.
Claim 2
Independent Claim 129 words
A method of processing a first solution that contains detectable standard taxanes and other taxane compounds to generate a second solution containing a higher percentage of detectable standard taxanes than said first solution including the steps of: loading a column having a first opening and a second opening with an ion exchange media; placing said first solution in said first opening of said column so that said first solution passes through said ion exchange media to said opening thereby said taxane compounds are converted to standard taxanes by an ion exchange reaction wherein a a second solution is formed; collecting from said second opening of said column said second solution; and recovering from said second solution a larger percentage of standard taxanes than was detectable in said first solution.
Claim 3
Dependent Claim 15 words
A method according to claim 1 wherein said ion exchange media is ion exchange resin.
Claim 4
Dependent Claim 22 words
A method according to claim 2 wherein said ion exchange resin is a mixture of anion exchange resin and cation exchange resin.
Claim 5
Dependent Claim 17 words
A method according to claim 3 wherein said anion exchange resin is in the OH - form.
Claim 6
Dependent Claim 17 words
A method according to claim 4 wherein said cation exchange resin is in the H + form.
Claim 7
Dependent Claim 13 words
A method according to claim 1 wherein said ion exchange media is alumina.
Claim 8
Dependent Claim 29 words
A method according to claim 6 wherein said alumina is heated to greater than 50° C. whereby the second solution contains taxanes primarily in the form of Baccatin III.
Claim 9
Dependent Claim 15 words
A method according to claim 1 wherein said ion exchange media is at 25° C.
Claim 10
Dependent Claim 21 words
A method according to claim 1 wherein said first solution contains said detectable standard taxanes, other taxane compounds, residue and solvent.
Claim 11
Dependent Claim 12 words
A method according to claim 9 wherein said solvent is an alcohol.
Claim 12
Dependent Claim 20 words
A method according to claim 1 wherein said standard taxanes in said second solution are in the form of taxol.
Claim 13
Dependent Claim 21 words
A method according to claim 1 wherein said standard taxanes in said second solution are in the form of Baccatin III.
Claim 14
Independent Claim 115 words
A method of processing an extract that contains a baseline amount of free standard taxanes and some amount of bound taxanes to generate a second solution that contains an amount of free standard taxanes that exceed the baseline amount including the steps of: providing an ion exchange media adapted to be packed into a column; packing said media in said column; contacting said extract with said media within said column such that said extract passes down said column and said bound taxanes are converted into said free standard taxanes; and collecting a second solution from said column that contains an amount of free standard taxanes that exceeds the baseline amount of taxanes in the extract.
Claim 15
Independent Claim 115 words
A method of processing an extract that contains a baseline amount of free standard taxanes and some amount of bound taxanes to generate a second solution that contains an amount of free standard taxanes that exceed the baseline amount including the steps of: providing an ion exchange media adapted to be packed into a column; packing said media in said column; contacting said extract with said media within said column such that said extract passes down said column and said bound taxanes are converted into said free standard taxanes; and collecting a second solution from said column that contains an amount of free standard taxanes that exceeds the baseline amount of taxanes in the extract.
Claim 16
Dependent Claim 33 words
A method according to claim 13 wherein said baseline amount of standard taxanes is a 100% yield and said amount of free standard taxanes in the second solution exceeds 115% yield of taxanes.
Claim 17
Dependent Claim 14 words
A method according to claim 13 wherein said media is an ion exchange resin.
Claim 18
Dependent Claim 13 words
A method according to claim 13 wherein said media is an alumina gel.
Claim 19
Dependent Claim 35 words
A method according to claim 13 wherein said ion exchange media is elevated to a temperature above 125° C. and said free standard taxanes in said second solution are in the form of Baccatin III.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-01-24 1997-07-26 1998-01-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-01-24 2001-07-26 2002-01-25 $3760.00 Window Closed / Lapsed
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