Sustained delivery of paclitaxel using thermogelling poly(PEG/PPG/PCL urethane)s for enhanced toxicity against cancer cells

Journal of Biomedical Materials Research - Part A

Volumn 100 A, Issue 10, 2012, Pages 2686-2694

  Loh, Xian Jun ^a   Yee, Benjamin Jia Han ^b   Chia, Fu Siong ^b  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^b SINGAPORE POLYTECHNIC   (Singapore)

Author keywords

biodegradable; poly( caprolactone); poly(ethylene glycol); poly(propylene glycol); thermogelling polymers

Indexed keywords

BIODEGRADABLE; CANCER CELLS; CAPROLACTONE; COPOLYMER SOLUTION; DRUG RELEASE STUDY; HELA CELL; MOLECULAR CHARACTERISTICS; MULTIBLOCKS; PACLITAXEL; PLURONICS; POLY(ETHER ESTER URETHANE)S; POLY(PROPYLENE GLYCOL); RHEOLOGICAL CHARACTERIZATION; SUSTAINED DRUG RELEASE; THERMOGELLING; THERMOGELLING POLYMERS;

BIODEGRADABLE POLYMERS; CATALYST ACTIVITY; COPOLYMERS; DRUG PRODUCTS; ESTERS; FOURIER TRANSFORM INFRARED SPECTROSCOPY; GEL PERMEATION CHROMATOGRAPHY; GELATION;

POLYETHYLENE GLYCOLS;

MACROGOL; PACLITAXEL; POLOXAMER; POLOXAMER F127; POLYCAPROLACTONE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL; DRUG STRUCTURE; ENCAPSULATION; FLOW KINETICS; FOURIER TRANSFORM INFRARED PHOTOACOUSTIC SPECTROSCOPY; GEL PERMEATION CHROMATOGRAPHY; GELATION; HELA CELL; HUMAN; HUMAN CELL; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; REACTION TIME; SUSTAINED DRUG RELEASE; THERMOGELLING;

ANIMALS; CELL DEATH; CHROMATOGRAPHY, GEL; DELAYED-ACTION PREPARATIONS; GELS; HELA CELLS; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MICE; NEOPLASMS; PACLITAXEL; PHASE TRANSITION; POLYESTERS; POLYETHYLENE GLYCOLS; PROPYLENE GLYCOL; RHEOLOGY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; TEMPERATURE; URETHANE;

EID: 84865653571     PISSN: 15493296     EISSN: 15524965     Source Type: Journal    
DOI: 10.1002/jbm.a.34198     Document Type: Article

References (61)

1. Loh XJ, Li J,. Biodegradable thermosensitive copolymer hydrogels for drug delivery. Expert Opin Ther Patents 2007; 17: 965-977. (Pubitemid 47342746)
2. Yu L, Ding J,. Injectable hydrogels as unique biomedical materials. Chem Soc Rev 2008; 37: 1473-1481.
3. Choi BG, Park MH, Cho SH, Joo MK, Oh HJ, Kim EH, Park K, Han DK, Jeong B,. In situ thermal gelling polypeptide for chondrocytes 3D culture. Biomaterials 2010; 31: 9266-9272.
4. Choi BG, Park MH, Cho SH, Joo MK, Oh HJ, Kim EH, Park K, Han DK, Jeong B,. Thermal gelling polyalanine-poloxamine-polyalanine aqueous solution for chondrocytes 3D culture: Initial concentration effect. Soft Matter 2011; 7: 456-462.
5. Jeong Y, Joo MK, Bahk KH, Choi YY, Kim HT, Kim WK, Lee HJ, Sohn YS, Jeong B,. Enzymatically degradable temperature-sensitive polypeptide as a new in-situ gelling biomaterial. J Controlled Release 2009; 137: 25-30.
6. Loh XJ, Goh SH, Li J,. Hydrolytic degradation and protein release studies of thermogelling polyurethane copolymers consisting of poly[(R)-3- hydroxybutyrate], poly(ethylene glycol), and poly(propylene glycol). Biomaterials 2007; 28: 4113-4123. (Pubitemid 47048373)
7. Loh XJ, Goh SH, Li J,. New biodegradable thermogelling copolymers having very low gelation concentrations. Biomacromolecules 2007; 8: 585-593. (Pubitemid 46323277)
8. Loh XJ, Goh SH, Li J,. Biodegradable thermogelling poly[(R)-3- hydroxybutyrate]-based block copolymers: Micellization, gelation, and cytotoxicity and cell culture studies. J Phys Chem B 2009; 113: 11822-11830.
9. Loh XJ, Peh P, Liao S, Sng C, Li J,. Controlled drug release from biodegradable thermoresponsive physical hydrogel nanofibers. J Controlled Release 2010; 143: 175-182.
10. Loh XJ, Sng KBC, Li J,. Synthesis and water-swelling of thermo-responsive poly(ester urethane)s containing poly(epsilon-caprolactone), poly(ethylene glycol) and poly(propylene glycol). Biomaterials 2008; 29: 3185-3194.
11. Park MH, Joo MK, Choi BG, Jeong B,. Biodegradable thermogels. Acc Chem Res 2012; 45: 424-433.
12. Zhang Z, Lai Y, Yu L, Ding J,. Effects of immobilizing sites of RGD peptides in amphiphilic block copolymers on efficacy of cell adhesion. Biomaterials 2011; 31: 7873-7882.
13. Loh XJ, Cheng LWI, Li J,. Micellization and thermogelation of poly(ether urethane)s comprising poly(ethylene glycol) and poly(propylene glycol). Macromol Symp 2010; 296: 161-169.
14. Loh XJ, Tan YX, Li ZY, Teo LS, Goh SH, Li J,. Biodegradable thermogelling poly(ester urethane)s consisting of poly(lactic acid)-Thermodynamics of micellization and hydrolytic degradation. Biomaterials 2008; 29: 2164-2172.
15. Yu L, Zhang Z, Ding JD,. Influence of LA and GA sequence in the PLGA block on the properties of thermogelling PLGA-PEG-PLGA block copolymers. Biomacromolecules 2011; 12: 1290-1297.
16. Dayananda K, He C, Lee DS,. In situ gelling aqueous solutions of pH- and temperature-sensitive poly(ester amino urethane)s. Polymer 2008; 49: 4620-4625.
17. Dayananda K, He C, Park DK, Park TG, Lee DS,. pH- and temperature-sensitive multiblock copolymer hydrogels composed of poly(ethylene glycol) and poly(amino urethane). Polymer 2008; 49: 4968-4973.
18. Zheng YT, He CL, Huynh CT, Lee DS,. Biodegradable pH- and temperature-sensitive multiblock copolymer hydrogels based on poly(amino-ester urethane)s. Macromol Res 2010; 18: 974-980.
19. Jang JH, Choi YM, Choi YY, Joo MK, Park MH, Choi BG, Kang EY, Jeong B,. pH/temperature sensitive chitosan-g-(PA-PEG) aqueous solutions as new thermogelling systems. J Mater Chem 2011; 21: 5484-5491.
20. Moon HJ, Choi BG, Park MH, Joo MK, Jeong B,. Enzymatically degradable thermogelling poly(alanine-co-leucine)-poloxamer-poly(alanine-co-leucine). Biomacromolecules 2011; 12: 1234-1242.
21. Il Cho Y, Park S, Jeong SY, Yoo HS,. In vivo and in vitro anti-cancer activity of thermo-sensitive and photo-crosslinkable doxorubicin hydrogels composed of chitosan-doxorubicin conjugates. Eur J Pharm Biopharm 2009; 73: 59-61.
22. Lee JY, Kim KS, Kang YM, Kim ES, Hwang SJ, Lee HB, Min BH, Kim JH, Kim MS,. In vivo efficacy of paclitaxel-loaded injectable in situ-forming gel against subcutaneous tumor growth. Int J Pharm 2011; 392: 51-56.
23. Liang YQ, Qiao Y, Guo ST, Wang L, Xie CP, Zhai YL, Deng LD, Dong AJE,. Thermoreversible gelation of poly(ethylene glycol)/poly(ester anhydride) triblock copolymer nanoparticles for injectable drug delivery systems. Soft Matter 2010; 6: 1915-1922.
24. Liang YQ, Qiao Y, Guo ST, Wang L, Zhai YL, Xie CP, Hu RJ, Deng LD, Dong AJ,. Investigation on injectable, thermally and physically gelable poly(ethylene glycol)/poly(octadecanedioic anhydride) amphiphilic triblock co-polymer nanoparticles. J Biomater Sci: Polym Ed 2011; 23: 465-482.
25. Pawar RP, Kharat KR, Domb AJ,. Pasty polymers in cancer drug therapy. Israel J Chem 2010; 50: 233-238.
26. Zhao LL, Zhu LJ, Liu FY, Liu CY, Shan D, Wang Q, Zhang CL, Li JL, Liu JG, Qu XZ, Yang ZZ,. pH triggered injectable amphiphilic hydrogel containing doxorubicin and paclitaxel. Int J Pharm 2010; 410: 83-91.
27. Chang G, Ci T, Yu L, Ding J,. Enhancement of the fraction of the active form of an antitumor drug topotecan via an injectable hydrogel. J Controlled Release 2011; 156: 21-27.
28. Yu L, Chang GT, Zhang H, Ding JD,. Injectable block copolymer hydrogels for sustained release of a PEGylated drug. Int J Pharm 2008; 348: 95-106. (Pubitemid 350278554)
29. DuValla GA, Tarabar D, Seidela RH, Elstad NL, Fowers KD,. Phase 2: A dose-escalation study of OncoGel (ReGel/paclitaxel), a controlled-release formulation of paclitaxel, as adjunctive local therapy to external-beam radiation in patients with inoperable esophageal cancer. Anticancer Drugs 2009; 20: 89-95.
30. Matthes K, Mino-Kenudson M, Sahani DV, Holalkere N, Fowers KD, Rathi R, Brugge WR,. EUS-guided injection of paclitaxel (OncoGel) provides therapeutic drug concentrations in the porcine pancreas (with video). Gastrointest Endosc 2007; 65: 448-453.
31. Bagley CA, Bookland MJ, Pindrik JA, Ozmen T, Gokaslan ZL, Witham TF,. Local delivery of OncoGel delays paresis in rat metastatic spinal tumor model. J Neurosurg-Spine 2007; 7: 194-198. (Pubitemid 47219753)
32. Cardot-Bauters C, Baudin E,. Prospective endoscopic ultrasonographic evaluation of the frequency of nonfunctioning pancreaticoduodenal endocrine tumors in patients with multiple endocrine neoplasia type 1. Acta Endosc 2008; 38: 61-65.
33. Duvall A, Tarabar D, Seidel RH, Doder R, Elstad NL, Fowers KD,. Phase 2a dose escalation trial of OncoGel (R) (Regel (R)/Paclitaxel) as adjunctive local therapy to external beam radiation in patients with inoperable esophageal cancer. Gastroenterology 2007; 132: A417.
34. Elstad NL, Fowers KD,. OncoGel (ReGel/paclitaxel)-Clinical applications for a novel paclitaxel delivery system. Adv Drug Delivery Rev 2009; 61: 785-794.
35. Gok B, McGirt MJ, Sciubba DM, Garces-Ambrossi G, Nelson C, Noggle J, Bydon A, Witham TF, Wolinsky JP, Gokaslan ZL,. Adjuvant treatment with locally delivered oncogel delays the onset of paresis after surgical resection of experimental spinal column metastasis. Neurosurgery 2009; 65: 193-200.
36. Linghu E, Matthes K, Mino-Kenudson M, Brugge WR,. Feasibility of endoscopic ultrasound-guided OncoGel (ReGel/paclitaxel) injection into the pancreas in pigs. Endoscopy 2005; 37: 1140-1142. (Pubitemid 41576674)
37. Matthes K, Mino-Kenudson M, Sahani D, Holalkere NS, Fowers K, Rathi R, Brugge WR,. EUS-guided injection of paclitaxel (OncoGel) provides therapeutic drug concentrations in the porcine pancreas. Gastrointest Endosc 2006; 63: AB257.
38. Tyler B, Fowers KD, Li KW, Recinos VR, Caplan JM, Hdeib A, Grossman R, Basaldella L, Bekelis K, Pradilla G, Legnani F, Brem H,. A thermal gel depot for local delivery of paclitaxel to treat experimental brain tumors in rats Laboratory investigation. J Neurosurg 2010; 113: 210-217.
39. Tyler B, Renard V, Kaiser S, Fowers K, Brem H,. 20Gy radiotherapy with locally delivered OncoGel((R)) (6.0-mg/ml Paclitaxel) significantly prolongs survival in an experimental rodent glioma model. J Neurooncol 2008; 87: 243-244.
40. Vukelja SJ, Anthony SP, Arseneau JC, Berman BS, Cunningham CC, Nemunaitis JJ, Samlowski WE, Fowers KD,. Phase 1 study of escalating-dose OncoGel((R)) (ReGel((R))/paclitaxel) depot injection, a controlled-release formulation of paclitaxel, for local management of superficial solid tumor lesions. Anticancer Drugs 2007; 18: 283-289. (Pubitemid 46192981)
41. Zentner GM, Rathi R, Shih C, McRea JC, Seo MH, Oh H, Rhee BG, Mestecky J, Moldoveanu Z, Morgan M, Weitman S,. Biodegradable block copolymers for delivery of proteins and water-insoluble drugs. J Controlled Release 2001; 72: 203-215. (Pubitemid 32522358)
42. Darney PD, Klaisle CM, Monroe SE, Cook CE, Phillips NR, Schindler A,. Evaluation of a 1-year levonorgestrel-releasing contraceptive implant-Side-effects, release rates, and biodegradability. Fertil Steril 1992; 58: 137.
43. Darney PD, Monroe SE, Klaisle CM, Alvarado A,. Clinical-evaluation of the capronor contraceptive implant-Preliminary-report. Am J Obstet Gynecol 1989; 160: 1292-1295.
44. Ory SJ, Hammond CB, Yancy SG, Hendren RW, Pitt CG,. The effect of a biodegradable contraceptive capsule (capronor) containing levonorgestrel on gonadotropin, estrogen, and progesterone levels. Am J Obstet Gynecol 1983; 145: 600-605. (Pubitemid 13149420)
45. Saxena BN,. Phase-ii-Clinical-trial with biodegradable subdermal contraceptive implant capronor (4.0-cm single implant). Contraception 1991; 44: 409-417.
46. Croy SR, Kwon GS,. The effects of Pluronic block copolymers on the aggregation state of nystatin. J Controlled Release 2004; 95: 161-171. (Pubitemid 38230032)
47. Benotti P, Steele G,. Patterns of recurrent colorectal-cancer and recovery surgery. Cancer 1992; 70: 1409-1413.
48. Goldberg EP, Hadba AR, Almond BA, Marotta JS,. Intratumoral cancer chemotherapy and immunotherapy: Opportunities for nonsystemic preoperative drug delivery. J Pharm Pharmacol 2002; 54: 159-180. (Pubitemid 34150053)
49. Ta HT, Dass CR, Dunstan DE,. Injectable chitosan hydrogels for localised cancer therapy. J Controlled Release 2008; 126: 205-216.
50. Chvapil M,. Inhibition of breast adenocarcinoma growth by intratumoral injection of lipophilic long-acting lathyrogens. Anticancer Drugs 2005; 16: 201-210. (Pubitemid 40250617)
51. Green MR, Manikhas GM, Orlov S, Afanasyev B, Makhson AM, Bhar P, Hawkins MJ,. Abraxane((R)), a novel Cremophor((R))-free, albumin-bound particle form of paclitaxel for the treatment of advanced non-small-cell lung cancer. Ann Oncol 2006; 17: 1263-1268. (Pubitemid 44288216)
52. Kratz F,. Albumin as a drug carrier: Design of prodrugs, drug conjugates and nanoparticles. J Controlled Release 2008; 132: 171-183.
53. Ranade SV, Miller KM, Richard RE, Chan AK, Allen MJ, Helmus MN,. Physical characterization of controlled release of paclitaxel from the TAXUS(TM) Express(2TM) drug-eluting stent. J Biomed Mater Res Part A 2004; 71A: 625-634. (Pubitemid 39578676)
54. Mu L, Feng SS,. A novel controlled release formulation for the anticancer drug paclitaxel (Taxol (R)): PLGA nanoparticles containing vitamin E TPGS. J Controlled Release 2003; 86: 33-48. (Pubitemid 35469120)
55. Loh XJ, Zhang ZX, Wu YL, Lee TS, Li J,. Synthesis of novel biodegradable thermoresponsive triblock copolymers based on poly[(R)-3-hydroxybutyrate] and poly(N-isopropylacrylamide) and their formation of thermoresponsive micelles. Macromolecules 2009; 42: 194-202.
56. Nguyen VPN, Kuo NY, Loh XJ,. New biocompatible thermogelling copolymers containing ethylene-butylene segments exhibiting very low gelation concentrations. Soft Matter 2011; 7: 2150-2159.
57. Lay CL, Liu HQ, Tan HR, Liu Y,. Delivery of paclitaxel by physically loading onto poly(ethyleneglycol) (PEG)-graftcarbon nanotubes for potent cancer therapeutics. Nanotechnology 2010; 21: 065101.
58. Ong BYS, Ranganath SH, Lee LY, Lu F, Lee HS, Sahinidis NV, Wang CH,. Paclitaxel delivery from PLGA foams for controlled release in post-surgical chemotherapy against glioblastoma multiforme. Biomaterials 2009; 30: 3189-3196.
59. Gregory RE, Delisa AF,. Paclitaxel-A new antineoplastic agent for refractory ovarian-cancer. Clin Pharm 1993; 12: 401-415. (Pubitemid 23149973)
60. Lee H, Lee K, Park TG,. Hyaluronic acid-paclitaxel conjugate micelles: Synthesis, characterization, and antitumor activity. Bioconjugate Chem 2008; 19: 1319-1325. (Pubitemid 351874956)
61. Mazzo DJ, NguyenHuu JJ, Pagniez S, Denis P,. Compatibility of docetaxel and paclitaxel in intravenous solutions with polyvinyl chloride infusion materials. Am J Health Syst Pharm 1997; 54: 566-569. (Pubitemid 27114435)