IP Library Granted Patent US 9,267,002
Granted Patent B2
US 9,267,002 · App. 14/744,996 · Granted Feb 23, 2016

Synthesis of hyperbranched amphiphilic polyester and theranostic nanoparticles thereof

Inventors: J. Manuel Perez (Orlando, FL); Santimukul Santra (Orlando, FL)
Assignee: University of Central Florida Research Foundation, Inc.
C08G63/664A61K9/5153A61K9/5192A61K31/337A61K31/7072A61K47/48907A61K49/0032A61K49/0093C08G63/06C08G63/6852C08G63/87C08G63/90C08G63/912C08G83/005A61K9/146A61K9/1647A61K31/505
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Quick Facts
Patent No.
US 9,267,002
App. No.
14/744,996
Granted
Feb 23, 2016
Kind
B2
Abstract

A method of making a hyperbranched amphiphilic polyester compound includes drying under vacuum a mixture of 2-(4-hydroxybutyl)-malonic acid and p-toluene sulphonic acid as catalyst. The vacuum is then released with a dry inert gas after drying. The dried mixture is heated under the inert gas at a temperature sufficient for polymerization. The inert gas is evacuated while continuing to heat the mixture. The formed polymer is then dissolved in dimethylformamide and precipitated out by adding methanol. Modifications of the method yield nanoparticles of polyesters having properties suited for coencapsulating fluorescent dyes together with therapeutic drugs, resulting in theranostic nanoparticles, that is, nanoparticles useful in both therapeutic treatments and diagnostic methods.

Claims (18)

1. A polymer comprising the repeating unit:

2. A polymeric nanoparticle comprising the polymer of claim 1 .

3. The polymeric nanoparticle of claim 2 , wherein the polymeric nanoparticle is biodegradable.

4. The polymeric nanoparticle of claim 2 , having one or more internal hydrophobic pockets and a hydrophilic outer surface.

5. The polymeric nanoparticle of claim 2 , having an average diameter of 115±25 nm.

6. The polymeric nanoparticle of claim 2 , being spherical in shape.

7. The polymeric nanoparticle of claim 2 , having a positive zeta potential.

8. The polymeric nanoparticle of claim 2 , further comprising a hydrophobic near-infrared fluorescent dye encapsulated therein.

9. The polymeric nanoparticle of claim 8 , wherein the dye is selected from the group consisting of DiI, DiR, DiD, and combinations thereof.

10. The polymeric nanoparticle of claim 2 , further comprising a therapeutic drug encapsulated therein.

11. The polymeric nanoparticle of claim 10 , wherein the therapeutic drug comprises an anti-cancer drug.

12. The polymeric nanoparticle of claim 10 , wherein the therapeutic drug comprises azidothymidine.

13. The polymeric nanoparticle of claim 10 , wherein the therapeutic drug comprises paclitaxel.

14. The polymeric nanoparticle of claim 10 , further comprising a fluorescent dye co-encapsulated with said therapeutic drug.

15. An aqueous suspension of the polymeric nanoparticle of claim 2 .

16. The aqueous suspension of claim 15 , further comprising a hydrophobic near-infrared fluorescent dye.

17. The aqueous suspension of claim 15 , further comprising a therapeutic drug.

18. The aqueous suspension of claim 15 , further comprising a hydrophobic near-infrared fluorescent dye and a therapeutic drug.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 28, 2017
From: UNIVERSITY OF CENTRAL FLORIDA
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 043017/0210 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 11, 2015
From: PEREZ, J. MANUEL; SANTRA, SANTIMUKUL
To: UNIVERSITY OF CENTRAL FLORIDA RESEARCH FOUNDATION, INC.
Reel/Frame 037014/0126 →
Continuity (4)
Continuation 13626955 · Sep 26, 2012
Division 12417017 · Apr 2, 2009
Provisional Application 61041624 · Apr 2, 2008
Related Publication 20150284507A1 · Oct 8, 2015