Drug – bio-affecting and body treating compositions – Plant material or plant extract of undetermined constitution... – Containing or obtained from a tree having matured height of...
Reexamination Certificate
1999-11-02
2001-08-28
Tate, Christopher R. (Department: 1651)
Drug, bio-affecting and body treating compositions
Plant material or plant extract of undetermined constitution...
Containing or obtained from a tree having matured height of...
C424S725000, C424S765000, C514S169000, C514S557000, C514S570000, C514S572000, C514S573000, C514S661000
Reexamination Certificate
active
06280778
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to a process for preparing derivatives of targeted natural product from a desired part of a plant in one step. This process is characterized in that the extraction of the targeted natural product from the desired part of the plant and the transformation of the targeted natural product into the desired derivative(s) thereof are carried out in a single step.
BACKGROUND
It has been well established that the outer bark of most white-barked birch, such as Betula papyrifera Marsh. species, are rich in pentacyclic triterpenoid compounds, particulary betulin. Betulin and other natural triterpenoids have been extracted in good yields (20 to 30% of dry weight) from the bark of birch with organic solvents. The betulin is the major triterpenoid compound in the bark of white birches and represents about 70% of the total triterpene.
The major interest in betulin lies in the fact that it is a synthetic precursor of triterpenoid compounds having important pharmacological properties. To obtain these triterpenoid compounds, betulin must be subjected to some chemical reactions. This approach involves a step of purification of the extracted betulin and one or more steps of chemical reactions to produce the desired compound. These reactions are often non-quantitative (yield inferior to 100%) and an additional step of purification is necessary after each chemical reaction. This approach generally provides a low yield of triterpenoid compounds.
SUMMARY OF THE INVENTION
The object of the invention is to provide a process for preparing one or more natural product derivatives which is less time-consuming and/or gives a higher yield than the known processes.
More particularly, the object of the invention is to provide a process for preparing a derivative of a targeted natural product by extraction of the targeted natural product from a desired part of a plant and transformation of the so-extracted targeted natural product into said derivative, wherein the extraction and transformation are carried out in a single step consisting of macerating the desired part of the plant in a composition comprising:
an organic solvent; and
a reactive agent.
According to a preferred embodiment of the invention, the process is used for preparing a derivative of betulin by extraction of betulin from bark of white birch and transformation of the so-extracted betulin into a derivative thereof, wherein the extraction and transformation are carried out in a single step consisting of macerating the bark of white birch in a composition comprising:
an organic solvent; and
a oxidative agent.
The invention and its advantages will be better understood upon reading the non-restrictive description of a preferred embodiment thereof, made with reference to the appended drawings.
REFERENCES:
patent: 5171570 (1992-12-01), Takemori et al.
patent: 5804575 (1998-09-01), Pezzuto et al.
patent: 2187320 (1974-02-01), None
patent: 5201843 (1993-08-01), None
patent: 2571201 (1997-01-01), None
patent: 410139601 (1998-05-01), None
Gaudet Daniel
Pichette André
Kramer Levin Naftalis & Frankel LLP.
Tate Christopher R.
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