IP Library Granted Patent US 10,266,611
Granted Patent B2
US 10,266,611 · App. 14/974,657 · Granted Apr 23, 2019

Hybrid cooperative complexes of hyaluronic acid

Inventors: Mario De Rosa (Naples, IT); Antonella D'Agostino (Marano, IT); Annalisa La Gatta (Quarto, IT); Chiara Schiraldi (Naples, IT)
Assignee: ALTERGON S.A.
C08B37/0072A61K31/715A61K31/728A61K31/737C08B37/0009C08B37/0012C08B37/0021C08B37/0069C08L3/02C08L5/02C08L5/08C08L5/16
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Quick Facts
Patent No.
US 10,266,611
App. No.
14/974,657
Granted
Apr 23, 2019
Kind
B2
Abstract

Describes cooperative hybrid complexes of hyaluronic acid, a simple and economical method for production thereof and use thereof in the area of medicine, cosmetics and food.

Claims (16)

1. A method of preparing a, hybrid L/H-HA complex with the method comprising:

mixing L-HA hyaluronic acid or hyaluronans and H-HA hyaluronic acid or hyaluronans in a solvent to obtain a solution;

submitting to a thermal treatment comprising maintaining at a temperature of about 100° for 40 minutes, said solution containing simultaneously said L-HA hyaluronic acid or hyaluronans and said H-HA hyaluronic acid or hyaluronans, wherein the molecular weight of L-HA is comprised between 1×10 4 to 1×10 6 Da and that of H-HA is 1.4×10 6 Da.

2. The method according to claim 1 , wherein L-HA/H-HA ratio is between 0.1 and 10.

3. The method according to claim 1 wherein said L/H-HA complexes have a viscosity less than a solution containing H-HA hyaluronic acid alone.

4. The method according to claim 3 , wherein other chemical species in addition to solvent and hyaluronic acid are also present in the solution.

5. The method according to claim 1 , wherein the solvent used is water.

6. The method according to claim 1 , wherein the thermal treatment is carried out in autoclave.

7. The method according to claim 1 , wherein said L/H-HA complexes are prepared in the solid state by precipitation of the solutions containing them.

8. Method according to claim 7 , wherein the precipitation is obtained by adding a compound miscible with the solution and acting as a non-solvent for the complex.

9. Method according to claim 8 , wherein the non-solvent compound for the complex is a water-miscible organic solvent, selected from the group consisting of acetone, methanol, ethanol, propanol, isopropanol and butanol.

10. Method according to claim 1 , wherein said L/H-HA complexes are prepared by removing the solvent by means of vacuum evaporation, spray-drying or freeze-drying in the dry state.

11. A method of preparing a hybrid of low molecular weight polysaccharides/H-HA complex with the method comprising:

mixing low molecular weight polysaccharides having molecular weight of 1×10 4 to 1×10 6 Da and H-HA hyaluronic acid or hyaluronans in a solvent to obtain a solution;

submitting to a thermal treatment comprising maintaining at a temperature of about 100° for 40 minutes, said solution containing simultaneously said low molecular weight polysaccharides and said H-HA hyaluronic acid or hyaluronans wherein the low molecular weight polysaccharides are selected from the group consisting of chondroitin, chondroitin sulphate, dextrins, cyclodextrins, dextrans and the molecular weight of the H-HA is given by the formula MWH-HA≥low molecular weight polysaccharides/0.9.

12. Method according to claim 11 wherein by low molecular weight of polysaccharides is meant less than one million of Da.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 17, 2025
From: ALTERGON SA
To: IBSA INSTITUT BIOCHIMIQUE SA
Reel/Frame 071736/0261 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 18, 2015
From: DE ROSA, MARIO; D'AGOSTINO, ANTONELLA; LA GATTA, ANNALISA; SCHIRALDI, CHIARA
To: ALTERGON S.A.
Reel/Frame 037330/0812 →
Priority Claims (1)
IT MI2010A1635 · Sep 9, 2010 · national
Continuity (2)
Continuation 13820838
Related Publication 20160102154A1 · Apr 14, 2016