1,114
Views
3
CrossRef citations to date
0
Altmetric
Research Article

A novel lipid prodrug strategy for sustained delivery of hexadecyloxypropyl 9-[2-(phosphonomethoxy)ethyl]guanine (HDP-PMEG) on unwanted ocular proliferation

, , , , , , & show all
Pages 1703-1712 | Received 25 Sep 2017, Accepted 28 Oct 2017, Published online: 08 Nov 2017

References

  • Agrawal RN, He S, Spee C, et al. (2007). In vivo models of proliferative vitreoretinopathy. Nat Protoc 2:67–77.
  • Aldern KA, Ciesla SL, Winegarden KL, Hostetler KY. (2003). Increased antiviral activity of 1-O-hexadecyloxypropyl-[2-(14)C]cidofovir in MRC-5 human lung fibroblasts is explained by unique cellular uptake and metabolism. Mol Pharmacol 63:678–81.
  • Asaria RH, Charteris DG. (2006). Proliferative vitreoretinopathy: developments in pathogenesis and treatment. Compr Ophthalmol Update 7:179–85.
  • Asaria RH, Kon CH, Bunce C, et al. (2001). Adjuvant 5-fluorouracil and heparin prevents proliferative vitreoretinopathy: Results from a randomized, double-blind, controlled clinical trial. Ophthalmology 108:1179–83.
  • Bakri SJ, Snyder MR, Reid JM, et al. (2007). Pharmacokinetics of intravitreal bevacizumab (Avastin). Ophthalmology 114:855–9.
  • Banerjee PJ, Quartilho A, Bunce C, et al. (2017). Slow-release dexamethasone in proliferative vitreoretinopathy: a prospective, randomized controlled clinical trial. Ophthalmology 124:757–67.
  • Beadle JR, Hartline C, Aldern KA, et al. (2002). Alkoxyalkyl esters of cidofovir and cyclic cidofovir exhibit multiple-log enhancement of antiviral activity against cytomegalovirus and herpesvirus replication in vitro. Antimicrob Agents Chemother 46:2381–6.
  • Beadle JR, Valiaeva N, Yang G, et al. (2016). Synthesis and antiviral evaluation of octadecyloxyethyl benzyl 9-[(2-Phosphonomethoxy)ethyl]guanine (ODE-Bn-PMEG), a potent inhibitor of transient HPV DNA amplification. J Med Chem 59:10470–8.
  • Berkowitz BA, Lukaszew RA, Mullins CM, Penn JS. (1998). Impaired hyaloidal circulation function and uncoordinated ocular growth patterns in experimental retinopathy of prematurity. Invest Ophthalmol Vis Sci 39:391–6.
  • Cardillo JA, Farah ME, Mitre J, et al. (2004). An intravitreal biodegradable sustained release naproxen and 5-fluorouracil system for the treatment of experimental post-traumatic proliferative vitreoretinopathy. Br J Ophthalmol 88:1201–5.
  • Cardillo JA, Stout JT, Labree L, et al. (1997). Post-traumatic proliferative vitreoretinopathy. The epidemiologic profile, onset, risk factors, and visual outcome. Ophthalmology 104:1166–73.
  • Charteris DG, Aylward GW, Wong D, et al. (2004). A randomized controlled trial of combined 5-fluorouracil and low-molecular-weight heparin in management of established proliferative vitreoretinopathy. Ophthalmology 111:2240–5.
  • Chen M, Li XL, Liu JK, et al. (2015). Safety and pharmacodynamics of suprachoroidal injection of triamcinolone acetonide as a controlled ocular drug release model. J Control Release 203:109–17.
  • Cheng L, Hostetler K, Valiaeva N, et al. (2010). Intravitreal crystalline drug delivery for intraocular proliferation diseases. Invest Ophthalmol Vis Sci 51:474–81.
  • Cheng L, Hostetler KY, Chaidhawangul S, et al. (2002). Treatment or prevention of herpes simplex virus retinitis with intravitreally injectable crystalline 1-O-hexadecylpropanediol-3-phospho-ganciclovir. Invest Ophthalmol Vis Sci 43:515–21.
  • Cheng L, Hostetler KY, Gardner MF, et al. (1999). Intravitreal toxicology in rabbits of two preparations of 1-O-octadecyl-sn-glycerol-3-phosphonoformate, a sustained-delivery anti-CMV drug. Invest Ophthalmol Vis Sci 40:1487–95.
  • Cheng L, Hostetler KY, Lee J, et al. (2004). Characterization of a novel intraocular drug-delivery system using crystalline lipid antiviral prodrugs of ganciclovir and cyclic cidofovir. Invest Ophthalmol Vis Sci 45:4138–44.
  • Dai XF, Han JJ, Qi Y, et al. (2014). AAV-Mediated Lysophosphatidylcholine Acyltransferase 1 (Lpcat1) Gene Replacement Therapy Rescues Retinal Degeneration in rd11 Mice. Invest Ophthalmol Vis Sci 55:1724–34.
  • De Fendi LI, Arruda GV, Scott IU, Paula JS. (2013). Mitomycin C versus 5-fluorouracil as an adjunctive treatment for trabeculectomy: a meta-analysis of randomized clinical trials. Clin Clin Experiment Ophthalmol 41:798–806.
  • El Bradey M, Cheng LY, Bartsch DU, et al. (2004). Preventive versus treatment effect of Ag3340, a potent matrix metalloproteinase inhibitor in a rat model of choroidal neovascularization. J Ocul Pharmacol Ther 20:217–36.
  • Gu B, Liu JK, Li XL, et al. (2015). Real-time monitoring of suprachoroidal space (SCS) following SCS injection using ultra-high resolution optical coherence tomography in guinea pig eyes. Invest Ophthalmol Vis Sci 56:3623–34.
  • Heimann H, Bartz-Schmidt KU, Bornfeld N, et al. (2007). Scleral buckling versus primary vitrectomy in rhegmatogenous retinal detachment: a prospective randomized multicenter clinical study. Ophthalmology 114:2142–54.
  • Hida T, Chandler DB, Sheta SM. (1987). Classification of the stages of proliferative vitreoretinopathy in a refined experimental model in the rabbit eye. Graefe's Arch Clin Exp Ophthalmol 225:303–7.
  • Hou HY, Huffman K, Rios S, et al. (2015). A novel approach of daunorubicin application on formation of proliferative retinopathy using a porous silicon controlled delivery system: pharmacodynamics. Invest Ophthalmol Vis Sci 56:2755–63.
  • Jarus G, Blumenkranz M, Hernandez E, Sossi N. (1985). Clearance of intravitreal fluorouracil. Normal and aphakic vitrectomized eyes. Ophthalmology 92:91–6.
  • Jiang H, Abukhalil F, Shen MX, et al. (2012). Slit-lamp-adapted ultra-high resolution OCT for imaging the posterior segment of the eye. Ophthalmic Surg Lasers Imaging 43:76–81.
  • Kizhakkethara I, Li X, Elsayed S, et al. (1996). Noninvasive monitoring of intraocular pharmacokinetics of daunorubicin using fluorophotometry. Int Ophthalmol 19:363–7.
  • Klein R, Knudtson MD, Lee KE, et al. (2008). The Wisconsin epidemiologic study of diabetic retinopathy: XXII the twenty-five-year progression of retinopathy in persons with type 1 diabetes. Ophthalmology 115:1859–68.
  • Koh HJ, Bessho K, Cheng LY, et al. (2004). Inhibition of choroidal neovascularization in rats by the urokinase-derived peptide A6. Invest Ophthalmol Vis Sci 45:635–40.
  • Kramata P, Downey KM, Paborsky LR. (1998). Incorporation and excision of 9-(2-phosphonylmethoxyethyl)guanine (PMEG) by DNA polymerase delta and epsilon in vitro. J Biol Chem 273:21966–71.
  • Krzystolik MG, Afshari MA, Adamis AP, et al. (2002). Prevention of experimental choroidal neovascularization with intravitreal anti-vascular endothelial growth factor antibody fragment. Arch Ophthalmol 120:338–46.
  • Kwak HW, D’amico DJ. (1992). Evaluation of the retinal toxicity and pharmacokinetics of dexamethasone after intravitreal injection. Arch Ophthalmol 110:259–66.
  • Mietz H, Heimann K. (1995). Onset and recurrence of proliferative vitreoretinopathy in various vitreoretinal diseases. British Journal of Ophthalmology 79:874–7.
  • Nomoto H, Shiraga F, Kuno N, et al. (2009). Pharmacokinetics of bevacizumab after topical, subconjunctival, and intravitreal administration in rabbits. Invest Ophthalmol Vis Sci 50:4807–13.
  • Otova B, Holy A, Votruba I, et al. (1997). Genotoxicity of purine acyclic nucleotide analogs. Folia Biol (Praha) 43:225–9.
  • Otova B, Hrdy J, Votruba I, Holy A. (2009). In vivo modulation of angiogenic gene expression by acyclic nucleoside phosphonates PMEDAP and PMEG. Anticancer Res 29:1295–302.
  • Rahimy MH, Peyman GA, Fernandes ML, et al. (1994). Effects of an intravitreal daunomycin implant on experimental proliferative vitreoretinopathy: simultaneous pharmacokinetic and pharmacodynamic evaluations. J Ocul Pharmacol 10:561–70.
  • Reiser H, Wang J, Chong L, et al. (2008). GS-9219–a novel acyclic nucleotide analogue with potent antineoplastic activity in dogs with spontaneous non-Hodgkin’s lymphoma. Clin Cancer Res 14:2824–32.
  • Rubsamen PE, Davis PA, Hernandez E, et al. (1994). Prevention of experimental proliferative vitreoretinopathy with a biodegradable intravitreal implant for the sustained release of fluorouracil. Arch Ophthalmol 112:407–13.
  • Sha O, Kwong WH. (2006-07). Postnatal developmental changes of vitreous and lens volumes in sprague-Dawley Rats. Neuroembryol Aging 4:183–8.
  • Stern WH, Guerin CJ, Erickson PA, et al. (1983). Ocular toxicity of fluorouracil after vitrectomy. Am J Ophthalmol 96:43–51.
  • Sulaiman RS, Quigley J, Qi XP, et al. (2015). A simple optical coherence tomography quantification method for choroidal neovascularization. J Ocul Pharmacol Ther 31:447–54.
  • Thamm DH, Vail DM, Kurzman ID, et al. (2014). GS-9219/VDC-1101-a prodrug of the acyclic nucleotide PMEG has antitumor activity in spontaneous canine multiple myeloma. Bmc Vet Res 10:30.
  • Valiaeva N, Beadle JR, Aldern KA, et al. (2006). Synthesis and antiviral evaluation of alkoxyalkyl esters of acyclic purine and pyrimidine nucleoside phosphonates against HIV-1 in vitro. Antiviral Res 72:10–9.
  • Wang FH, Liang YB, Zhang F, et al. (2009). Prevalence of diabetic retinopathy in rural China: the Handan Eye Study. Ophthalmology 116:461–7.
  • Wickham L, Bunce C, Wong D, et al. (2007). Randomized controlled trial of combined 5-Fluorouracil and low-molecular-weight heparin in the management of unselected rhegmatogenous retinal detachments undergoing primary vitrectomy. Ophthalmology 114:698–704.
  • Wiedemann P, Hilgers RD, Bauer P, Heimann K. (1998). Adjunctive daunorubicin in the treatment of proliferative vitreoretinopathy: results of a multicenter clinical trial. Daunomycin Study Group. Am J Ophthalmol 126:550–9.
  • Wiedemann P, Sorgente N, Bekhor C, et al. (1985). Daunomycin in the treatment of experimental proliferative vitreoretinopathy. Effective doses in vitro and in vivo. Invest Ophthalmol Vis Sci 26:719–25.
  • Wubben TJ, Besirli CG, Zacks DN. (2016). Pharmacotherapies for retinal detachment. Ophthalmology 123:1553–62.
  • Zhu DX, Shen MX, Jiang H, et al. (2011). Broadband superluminescent diode-based ultrahigh resolution optical coherence tomography for ophthalmic imaging. J Biomed Optics 16:1206006.