IP Library Granted Patent US 11,083,821
Granted Patent B2
US 11,083,821 · App. 16/146,150 · Granted Aug 10, 2021

Biocompatible hydrogel polymer formulations for the controlled delivery of biomolecules

Inventors: Syed H. Askari (San Jose, CA); Yeon S. Choi (Emeryville, CA); George Horng (Millbrae, CA)
Assignee: C.P. Medical Corporation
A61L27/50A61K9/0024A61K47/34A61L27/52A61L27/54A61L2400/06
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Quick Facts
Patent No.
US 11,083,821
App. No.
16/146,150
Granted
Aug 10, 2021
Kind
B2
Abstract

Provided herein are biocompatible hydrogel polymers capable of gelling in vivo comprising a therapeutic agent such as a protein or other biomolecule and kits comprising at least one nucleophilic compound or monomer unit, at least one electrophilic compound or monomer unit, and at least one therapeutic agent. The biocompatible hydrogel polymer is bioabsorbable and releases the therapeutic agent at a target site, avoiding systemic exposure and achieving a controlled delivery.

Claims (38)

1. A method of delivering an antibody to a subject, the method comprising administering an in vivo gelling pharmaceutical pre-formulation, comprising:

(a) one or more multi-ARM nucleophilic PEG monomers, wherein the multi-ARM PEG nucleophilic monomers comprise a polyol core, wherein the polyol core is selected from the group consisting of

wherein the polyol core is substituted with 3-8 R-groups, wherein R is:

wherein n is 1-200;

(b) one or more multi-ARM nucleophilic PEG monomers, wherein the multi-ARM PEG nucleophilic monomers comprise a polyol core, wherein the polyol core is selected from the group consisting of

wherein the polyol core is substituted with 3-8 R-groups, wherein R is:

wherein n is 1-200;

(c) one or more multi-ARM-PEG electrophilic monomers having more than two electrophilic arms, wherein each electrophilic arm comprises a PEG chain and terminates in an electrophilic group;

(d) an aqueous buffer in the pH range of about 5.0 to about 9.5; and

(e) at least one pharmaceutically active biomolecule that is a monoclonal antibody;

wherein the in vivo gelling pharmaceutical pre-formulation at least in part polymerizes and/or gels at a target site of a human body to form a biocompatible hydrogel polymer,

wherein the molecular weight of the multi-ARM PEG nucleophilic monomers and/or the multi-ARM PEG electrophilic monomers is about 500 to about 40000.

2. The method of claim 1 , wherein the molecular weight of the multi-ARM PEG nucleophilic monomers and/or the multi-ARM PEG electrophilic monomers is about 15000 to about 40000.

3. The method of claim 1 , wherein the pharmaceutically active biomolecule is released from the hydrogel polymer within 14 days.

4. The method of claim 1 , wherein the hydrogel polymer has a pore size, wherein the pore size is small enough to essentially inhibit the release of the pharmaceutically active biomolecule before the time that the biocompatible hydrogel polymer starts to degrade, and wherein the ratio of the pore size of the biocompatible hydrogel polymer to the size of the pharmaceutically active biomolecule is less than 8.

5. The method of claim 1 , wherein the hydrogel polymer has a pore size, wherein the pore size is large enough to allow at least a partial release of the pharmaceutically active biomolecule before the time that the biocompatible hydrogel polymer starts to degrade, and wherein the ratio of the pore size of the biocompatible hydrogel polymer to the size of the pharmaceutically active biomolecule is more than 8 and less than 12.

6. The method of claim 1 , wherein the biocompatible hydrogel polymer is made by mixing:

(a) one or more multi-ARM nucleophilic PEG monomers, wherein the multi-ARM PEG nucleophilic monomers comprise a polyol core, wherein the polyol core is selected from the group consisting of

wherein the polyol core is substituted with 3-8 R-groups, wherein R is:

wherein n is 1-200;

(b) one or more multi-ARM nucleophilic PEG monomers, wherein the multi-ARM PEG nucleophilic monomers comprise a polyol core, wherein the polyol core is selected from the group consisting of

wherein the polyol core is substituted with 3-8 R-groups, wherein R is:

wherein n is 1-200;

(c) one or more multi-ARM-PEG electrophilic monomers having more than two electrophilic arms, wherein each electrophilic arm comprises a PEG chain and terminates in an electrophilic group;

(d) an aqueous buffer in the pH range of about 5.0 to about 9.5; and

(e) at least one pharmaceutically active biomolecule that is a monoclonal antibody,

wherein the molecular weight of the multi-ARM PEG nucleophilic monomers and/or the multi-ARM PEG electrophilic monomers is about 500 to about 40000.

7. The method of claim 6 , wherein the mixing is performed outside a human body and the biocompatible hydrogel polymer gels at least in part inside the human body.

8. The method of claim 6 , wherein the mixing is performed outside a human body, and the biocompatible hydrogel polymer gels outside the human body before delivery to a target site.

9. The method of claim 6 , wherein the molecular weight of the multi-ARM PEG nucleophilic monomers and/or the multi-ARM PEG electrophilic monomers is about 15000 to about 40000.

10. The method of claim 6 , wherein the pharmaceutically active biomolecule is released from the biocompatible hydrogel polymer within 14 days.

11. The method of claim 6 , wherein the biocompatible hydrogel polymer has a pore size, wherein the pore size is small enough to essentially inhibit the release of the pharmaceutically active biomolecule before the time that the biocompatible hydrogel polymer starts to degrade, and wherein the ratio of the pore size of the biocompatible hydrogel polymer to the size of the pharmaceutically active biomolecule is less than 8.

12. The method of claim 6 , wherein the biocompatible hydrogel polymer has a pore size, wherein the pore size is large enough to allow at least a partial release of the pharmaceutically active biomolecule before the time that the biocompatible hydrogel polymer starts to degrade, and wherein the ratio of the pore size of the biocompatible hydrogel polymer to the size of the pharmaceutically active biomolecule is more than 8 and less than 12.

13. The method of claim 1 , wherein the polyol core of the multi-ARM PEG nucleophilic monomer is:

14. The method of claim 1 , wherein the polyol core of the multi-ARM PEG nucleophilic monomer is:

15. The method of claim 1 , wherein the polyol core of the multi-ARM PEG nucleophilic monomer is:

16. The method of claim 1 , wherein the polyol core of the multi-ARM PEG nucleophilic monomer is:

17. The method of claim 1 , wherein the antibody is an anti-CD20 antibody.

Assignments (8)
RELEASE OF SECURITY INTEREST Recorded Dec 11, 2025
From: WINGSPIRE CAPITAL LLC
To: THERAGENICS CORPORATION
Reel/Frame 073194/0782 →
PATENT SECURITY AGREEMENT Recorded Dec 11, 2025
From: CONCERT MEDICAL, LLC; THERAGENICS CORPORATION
To: AQUARIAN CREDIT FUNDING LLC
Reel/Frame 073940/0206 →
RELEASE OF SECURITY INTEREST Recorded Feb 8, 2024
From: WINGSPIRE CAPITAL LLC, AS ADMINISTRATIVE AGENT
To: C.P. MEDICAL CORPORATION
Reel/Frame 066413/0445 →
SECURITY INTEREST Recorded Jan 23, 2024
From: THERAGENICS CORPORATION
To: WINGSPIRE CAPITAL LLC
Reel/Frame 066211/0716 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2023
From: C.P. MEDICAL CORPORATION
To: THERAGENICS CORPORATION
Reel/Frame 065211/0775 →
SECURITY INTEREST Recorded Oct 14, 2021
From: THERAGENICS CORPORATION; CONCERT MEDICAL, LLC; C.P. MEDICAL CORPORATION
To: WINGSPIRE CAPITAL LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 057799/0129 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 15, 2019
From: MEDICUS BIOSCIENCES, LLC
To: C.P. MEDICAL CORPORATION
Reel/Frame 050717/0704 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 24, 2019
From: ASKARI, SYED H.; CHOI, YEON S.; HORNG, GEORGE
To: MEDICUS BIOSCIENCES LLC
Reel/Frame 049286/0703 →