Endogenous coagulation activator compounds - use in exploring endogenous coagulation
AssigneeSociete Diagnostica-Stago
InventorsJean-Paul Roisin, Stephane Steurs, Gerard Quentin
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Abstract
The invention concerns contact activators for the endogenous coagulation pathway and their use in exploring coagulation anomalies. The activators of the invention are derivatives of gallic acid, preferably polyethylene glycol gallates.
Claims57
A compound with the following formula:
- 30
- in which:
- A is selected from the following formulae:
- 31
- Mq+ representing a cation, q being equal to 1 or 2 and p being such that p×q=2;
- R represents
- 32
- m being equal to 2, 3, 4 or 5 and n being a whole number between 1 and 170;
- or
- -AA1-AA2- . . . -AAr
- AA being a natural or exotic amino acid and r being a whole number between 1 and 10, with the proviso that the compound is not
- 33
- When m is 2, 3 or 4.
A composition, which comprises a mixture of at least two different compounds with formula:
- 38
- the two compounds in question being identical or different as regards group A and identical or different as regards group R, said groups A and R being such that:
- A is selected from the following formulae:
- 39
- where M+ represents a cation, q being equal to 1 or 2 and p being such that p×q=2;
- R represents
- 40
- m being equal to 2, 3, 4 or 5 and n being a whole number between 1 and 170, preferably between 1 and 50, 1 and 30 or 1 and 20;
- or
- -AA1-AA2- . . . -AAr
- AA being a natural or exotic amino acid and r being a whole number between 1 and 10.
A composition obtained by carrying out a process comprising the following steps:
- esterifying gallic acid with ethylene glycol and recovering one of the reaction products constituted by ethylene glycol gallate (EGG) with the following formula:
- 44
- displacing the keto-enol equilibrium by bringing EGG into contact with an alkaline medium and heating to a temperature in the range 70° C. to 90° C. for a period of 24 hours.
A compound obtained by carrying out the following steps:
- esterifying gallic acid;
- heating the gallic acid ester obtained to a temperature in the range 70° C. to 90° C. for a period in the range 16 to 24 hours at an alkaline pH in a buffer solution;
- recovering different forms of the gallic acid ester present in solution.
A process for preparing a compound with the following formula:
- 51
- in which:
- A is selected from the following formulae:
- 52
- M+ representing a cation, q being equal to 1 or 2 and p being such that p×q=2;
- and
- R represents
- —[—O—CH2—CH2—]n—OH
- n being a whole number between 1 and 170;
- said process comprising the steps of:
- reacting gallic acid in the presence of a compound containing an alcohol function;
- bringing the gallic acid ester obtained into contact with an alkaline medium to form a compound with formula:
- 53
- adding a metal cation Mq+ (in which q equals 1 or 2) under conditions enabling the formation of a complex with formula:
- 54
- stabilising the equilibrium obtained between compounds (II) and (III) at a physiologically acceptable pH by adding a buffer;
- recovering the solution obtained.
A process for preparing a compound with formula:
- 56
- in which:
- A is selected from the following formulae:
- 57
- M+ representing a cation, q being equal to 1 or 2 and p being such that p×q=2;
- R represents —[—O—CH2—CH2—]n—OH, in which n is a whole number between 1 to 170, said process comprising the steps of:
- esterifying gallic acid;
- heating the gallic acid ester obtained to a temperature in the range 70° C. to 90° C. for a period in the range 16 hours to 24 hours at an alkaline pH, in a buffer solution;
- recovering the different forms of the gallic acid ester present in solution.
Dependencies are inferred from the claim text.