Process for the production of an active molecule vector used to diffuse active substances and vector thus obtained

• US 20060128017A1
• Filed: 12/23/2003
• Published: 06/15/2006
• Est. Priority Date: 12/24/2002
• Status: Abandoned Application

• Current Assignee: Societe Gemac
• Original Assignee: Societe Gemac
• Inventors: Geffard, Michel, Geffard, Philippe
• Application Number:
  US10/540,755
• Publication Number:
  US 20060128017A1
• Time in Patent Office: Days
• US Class Current: 435/455
• CPC Class Codes: A61K 47/42 Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein oligopeptides having up to five amino acids A61K47/183; polyamino acids A61K47/34
• CPC Class Codes: A61K 47/645 Polycationic or polyanionic oligopeptides, polypeptides or polyamino acids, e.g. polylysine, polyarginine, polyglutamic acid or peptide TAT
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 31/10 Antimycotics
• CPC Class Codes: A61P 33/00 Antiparasitic agents
• CPC Class Codes: A61P 37/02 Immunomodulators
• CPC Class Codes: A61P 37/08 Antiallergic agents antiasthmatic agents A61P11/06; ophthalmic antiallergics A61P27/14
• CPC Class Codes: C08G 73/028 Polyamidoamines

Abstract

A process for the production of an active molecule vector that can be applied in the biomedical field, includes the following stages:

• • Diluting a monomer that has at least two NH₂ groups that are separated by at least four carbons in water, Adjusting the pH to a value of between 6.5 and 7.5,
  • Adding glutaraldehyde, OHC—(CH₂)₃—COH, and Awaiting the polycondensation reaction and the formation of imines, and Recovering the poly(monomer-G) that is obtained. The monomer is selected from among the L-ornithine, the L-lysine or the L-citrulline. Further described are the biomedical vector that is obtained, and the use as a vector of active molecules, such as fatty acids, antioxidants, vitamin-enriched compounds or neurotransmitters for having bacteriostatic, anti-allergenic, anti-parasitic, anti-predatory or antifungal, anti-inflammatory or immunomodulating activities.

Claims

1. Process for the production of an active molecule vector that can be applied in the biomedical field, characterized in that it comprises the following stages:

Diluting a monomer that has at least two NH₂ groups that are separated by at least four carbons in water,

Adjusting the pH to a value of between 6.5 and 7.5,

Adding glutaraldehyde, OHC—

(CH₂)₃—

COH, and

Awaiting the polycondensation reaction and the formation of imines, and

Recovering the poly(monomer-G) that is obtained.

2. Process for the production of an active molecule vector that can be applied in the biomedical field of claim 1, wherein the monomer is the L-ornithine, the L-lysine or the L-citrulline to obtain the formation of poly(L-ornithine-G), poly(L-lysine-G), or poly(L-citrulline-G).

3. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 1, wherein the polymer that is obtained is linear.

4. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 1, wherein a cross-linking agent is added to obtain a 3D network of poly(L-ornithine-G), poly(L-lysine-G), and poly(L-citrulline-G).

5. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 4, wherein the cross-linking agent is polyethylenimine.

6. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 4, wherein the homopolymer that is obtained is dispersed into a hydrophobic organic medium to obtain a two-phase effect to produce beads of poly(L-ornithine-G), poly(L-lysine-G) or poly(L-citrulline-G).

7. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 6, wherein to collect the thus formed beads, they are mechanically held on a filter and then dried under a stream of hot air.

8. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 6, wherein heating of the hydrophobic organic medium that is used is initiated.

9. Process for the production of a molecule vector that can be used in water treatment according to claim 1, wherein to reduce the double bonds of the imines and to obtain amines, the following operations are initiated:

Degreasing of the polymer that is obtained resulting from the condensation reaction,

Treatment at least once with soda, and

Bringing this polymer into the presence of sodium borohydride.

12. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 2, wherein the polymer that is obtained is linear.

13. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 2, wherein a cross-linking agent is added to obtain a 3D network of poly(L-ornithine-G), poly(L-lysine-G), and poly(L-citrulline-G).

14. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 5, wherein the homopolymer that is obtained is dispersed into a hydrophobic organic medium to obtain a two-phase effect to produce beads of poly(L-ornithine-G), poly(L-lysine-G) or poly(L-citrulline-G).

15. Process for the production of a molecule vector that can be applied in the biomedical field according to claim 7, wherein heating of the hydrophobic organic medium that is used is initiated.

16. Process for the production of a molecule vector that can be used in water treatment according to claim 2, wherein to reduce the double bonds of the imines and to obtain amines, the following operations are initiated:

Degreasing of the polymer that is obtained resulting from the condensation reaction,

Treatment at least once with soda, and

Bringing this polymer into the presence of sodium borohydride.

17. Process for the production of a molecule vector that can be used in water treatment according to claim 3, wherein to reduce the double bonds of the imines and to obtain amines, the following operations are initiated:

Degreasing of the polymer that is obtained resulting from the condensation reaction,

Treatment at least once with soda, and

Bringing this polymer into the presence of sodium borohydride.

18. Process for the production of a molecule vector that can be used in water treatment according to claim 4, wherein to reduce the double bonds of the imines and to obtain amines, the following operations are initiated:

Degreasing of the polymer that is obtained resulting from the condensation reaction,

Treatment at least once with soda, and

Bringing this polymer into the presence of sodium borohydride.

19. Process for the production of a molecule vector that can be used in water treatment according to claim 5, wherein to reduce the double bonds of the imines and to obtain amines, the following operations are initiated:

Degreasing of the polymer that is obtained resulting from the condensation reaction,

Treatment at least once with soda, and

Bringing this polymer into the presence of sodium borohydride.

20. Process for the production of a molecule vector that can be used in water treatment according to claim 6, wherein to reduce the double bonds of the imines and to obtain amines, the following operations are initiated:

Degreasing of the polymer that is obtained resulting from the condensation reaction,

Treatment at least once with soda, and

Bringing this polymer into the presence of sodium borohydride.

10. Molecule vector that can be applied in the biomedical field, wherein the molecule comprises the poly(ornithine-G), the poly(L-lysine-G) or the poly(L-citrulline-G) to which are grafted active molecules such as fatty acids, antioxidants, vitamin-enriched compounds, hormones, medications or neurotransmitters for having bacteriostatic, anti-allergenic, anti-parasitic, anti-predatory, antifungal, anti-inflammatory or immunomodulating activities.

11. A method of receiving at least one of fatty acids, antioxidants, vitamin-enriched compounds and neurotransmitters for having bacteriostatic, anti-allergenic, anti-parasitic, anti-predatory, antifungal, anti-inflammatory or immunomodulating activities, the method comprising applying an effective amount of a molecule vector comprising at least one of the poly(ornithine-G), the poly(L-lysine-G) and the poly(L-citrulline-G) to which are grafted active molecules selected from a group consisting of fatty acids, antioxidants, vitamin-enriched compounds, hormones, medications and neurotransmitters.