Hyaluronic acid compound, hydrogel thereof and joint treating material
View Patent ↗A hyaluronic acid compound which is a reaction product between hyaluronic acid and a phosphatidyl ethanolamine. This compound has biocompatibility and bio-safety, and can be formed into a hydrogel or molded form having a certain shape. Making use of these properties, it is used to treat a knee joint, prevent the accretion of a tissue after an operation and keep a skin wet.
1. A hyaluronic acid compound represented by the following formula (1)′:
wherein R 0 is a group represented by the following formula (1)′-a, —OH or —ONa,
wherein R 01 is an alkenyl group having 10 to 28 carbon atoms, and n is an integer of 50 to 50,000, with the proviso that 1 to 50% of R 0 is the group represented by the above formula (1)′-a, said hyaluronic acid compound showing a complex elastic modulus of more than 200 Pa with its hydrogel having a concentration of 3 wt %.
2. The hyaluronic acid compound according to claim 1 , wherein n is 300 to 30,000.
3. The hyaluronic acid compound according to claim 1 , wherein two R 01 CO-'s in the formula (1)′-a are both oleoyl groups.
4. A hydrogel of the hyaluronic acid compound of any one of claims 1 to 3 .
5. A molded form of the hyaluronic acid compound of any one of claims 1 to 3 .
6. The molded form of claim 5 , wherein the molded form is a sponge, nonwoven cloth or film.
7. A joint treating material comprising a hyaluronic acid compound represented by the following formula (1)′:
wherein R 0 is a group represented by the following formula (1)′-a, —OH or —ONa,
wherein R 01 is an alkenyl group having 10 to 28 carbon atoms, and n is an integer of 50 to 50,000, with the proviso that 1 to 50% of R 0 is the group represented by the above formula (1)′-a, said hyaluronic acid compound showing a complex elastic modulus of more than 200 Pa with its hydrogel having a concentration of 3 wt %.
8. The joint treating material according to claim 7 , wherein R 01 is an alkyl group or alkenyl group having 14 to 20 carbon atoms and n is an integer of 1,000 to 10,000.
9. A method of using a hyaluronic acid compound comprising inserting a joint treating material prepared from a hyaluronic acid compound represented by the following formula (1)′:
wherein R 0 is a group represented by the following formula (1)′-a, —OH or —ONa,
wherein R 01 is an alkenyl group having 10 to 28 carbon atoms, and n is an integer of 50 to 50,000, with the proviso that 1 to 50% of R 0 is the group represented by the above formula (1)′-a, said hyaluronic acid compound showing a complex elastic modulus of more than 200 Pa with its hydrogel having a concentration of 3 wt %,
into the joint of a patient.