Radiation-induced free radical reactions in polymer/drug systems for controlled release: An EPR investigation

Radiation Physics and Chemistry

Volumn 67, Issue 1, 2003, Pages 61-72

  Faucitano, A ^a   Buttafava, A ^a   Montanari, L ^b   Cilurzo, F ^b   Conti, B ^a   Genta, I ^a   Valvo, L ^c  

^a UNIVERSITY OF PAVIA   (Italy)

^b UNIVERSITY OF MILAN   (Italy)

^c ISTITUTO SUPERIORE DI SANITÀ   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

DRUG PRODUCTS; ELECTRON SPIN RESONANCE SPECTROSCOPY; GAMMA RAYS; ORGANIC POLYMERS; RADIATION CHEMISTRY; RADIOLYSIS; COPOLYMERS; FREE RADICALS; RADIATION DAMAGE;

DRUG SYSTEMS; CONTROLLED RELEASE; DRUG-POLYMER INTERACTION; GENERAL APPLICATIONS; PHARMACEUTICAL FORMULATION; PLGA MICROSPHERES; POLY(D ,L-LACTIDE-CO-GLYCOLIDE); SCAVENGING PROPERTIES; TEMPERATURE RANGE;

FREE RADICAL REACTIONS;

CLONAZEPAM; FREE RADICAL; MICROSPHERE; POLYGLACTIN;

ARTICLE; CONTROLLED DRUG RELEASE; DECOMPOSITION; DRUG FORMULATION; ELECTRON SPIN RESONANCE; GAMMA IRRADIATION; PROTON TRANSPORT; RADIOLYSIS; REACTION ANALYSIS; TEMPERATURE;

EID: 0037406071     PISSN: 0969806X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0969-806X(02)00404-8     Document Type: Article

References (29)

1. 3 by Cobalt-60 gamma rays. J. Amer. Chem. Soc. 81:1959;3866.
2. Bittner B., Mader K., Kroll C., Borchert H.H., Kissel T. Tetracycline-HCl, glutathione and L-Alanine loaded poly(DL-lactide-co-glycolide) microspheres prepared by a spray drying technique. influence of gamma irradiation on radical formation and polymer degradation J. Control. Rel. 59:1999;23-32.
3. Bonazzola L., Fuchs A.H., Roncin J., Szwarc H. Glassy crystals. EPR study of molecular motion and free radical diffusion near the glass transition in cycloalkanols: evidence for "chemical" diffusion J. Phys. Chem. 88:1984;3003-3006.
4. Chu C.C. Degradation phenomena of two linear aliphatic polyesters used in medicine and surgery. Polymer. 26:1985;591-594.
5. Emanuel N.M., Roginskii V.A., Buchachenko A.L. Some problems of kinetics of radical reactions in solid polymers. Russ. Chem. Rev. 51:1982;203.
6. Faucitano A., Buttafava A., Martinotti F., Ferloni P., Magistris A. The mechanism of the gamma radiolysis of polymethylene, polypropylene and poly n-butylene oxides. an EPR investigation radiat Phys. Chem. V. 40(5):1992;347-355.
7. Faucitano A., Buttafava A., Martinotti F., Semino N. Radiolysis mechanisms in clathrate systems. EPR spectroscopy investigation of the long chain carboxylic esters urea adducts Radiat. Phys. Chem. V. 45:1995;51-65.
8. Griller D., Howard J.A., Marriott P.R., Scaiano J.C. Absolute rate constants for the reactions of t-butoxyl, t-butylperoxyl and benzophenone triplet radicals with amines. the importance of the stereoelectronic effect J. Am. Chem. Soc. 103:1981;619-623.
9. Gupta M.C., Deshmukh V.C. Radiation effects on poly (lactic acid). Polymer V. 24:1983;827-830.
10. Hausberger A.G., Kenley R.A., DeLuca P.P. Gamma irradiation effects on molecular weight and in vitro degradation of poly(DL-lactide-co-glycolide) microparticles. Pharm. Res. 12:1995;851-856.
11. Kissel T., Rummelt A., Schmutz W. Technical aspects of mocrospheres for depot injection. parlodel LAR, a one-a-month delivery system for bromocriptine Triangle. 29:1990;205-214.
12. aq Int. J. Radiat. Phys. Chem. 8:1978;661-665.
13. Malatesta V., Scaiano J.C. Absolute rate constants for the reactions of t-butoxyls with ethers. importance of the stereoelectronic effect J. Org. Chem. 47:1982;1455-1459.
14. McMillan M., Norman R.O.C. ESR studies P.XVII. Reactions of some free radicals with nitroalkanes. J. Chem. Soc. (B). 1:1968;590-597.
15. Mohr D., Wolff D.M., Kissel T. Gamma irradiation for terminal sterilization of 17β- estradiol loaded poly (D,L-lactide-co-glycolide) microparticles. J. Control. Rel. 61:1999;203-217.
16. Montanari L., Costantini M., Ciranni Signorotti E., Valvo L., Cantucci M., Bartolomei M., Fattibene P., Onori S., Faucitano A., Conti B., Genta I. Gamma irradiation effects on poly(dl-lactide-co-glycolide) microepheres. J. Control. Rel. 56:1998;219-229.
17. Montanari L., Cilurzo F., Valvo L., Faucitano A., Buttafava A., Groppo A., Genta I., Conti B. Gamma radiation effects on the stability of poly(lactide-co-glycolide) microspheres containing clonazepam. J. Control. Rel. 75:2001;317-330.
18. Neta P., Behar D. Intramolecular electron transfer in the anion radicals of nitrobenzyl halides. J. Am. Chem. Soc. 102:1980;4798-4802.
19. Neta P., Behar D. Intramolecular electron transfer and dehalogenation of anion radicals. habenzonitriles and cyanobenzyl halides J. Am. Chem. Soc. 103:1981;103-106.
20. Perkins, M.J., Roberts, B., 1974. A probe for homolytic reactions in solutions: an ESR study of the rate of fragmentation of spin trapping of t-butoxycarbonyl radicals an acyl radicals. J. Chem. Soc. Perkins II, P1, 297-304.
21. Pramono Nugroho P., Hiroshi Mitomo H., Fumio Yoshii F., Tamikazu Kume T. Degradation of poly(L-lactic acid) by gamma irradiation. Polym. Degrad. Stability. 72(2):2001;337-343.
22. Pshezhetskii, S.Ya., Kotov, A.G., Milinchuck, V.K., Roginski, V.A., Tupikov, V.I., 1974. EPR of Free Radicals in Radiation Chemistry. Wiley, New York, p. 166.
23. Sevilla M.D., Becker D., Sevilla C.L., Plante K., Swarts S. An electron spin resonance investigation of ester cation radicals at low temperatures Farad. Disc. Chem. Soc. 78:1984;71.
24. Sintzel M.B., Mrkli A., Tabtabay C., Gurny R. Influence of irradiation sterilization on polymers used as drug carriers - a review. Drug Dev. Ind. Pharm. 23(9):1997;857-879.
25. Steenken S., Schuchmann H.P., Von Sonntag C. Fragmentation of α-alkoxyalkyl radicals. An electron paramagnetic resonance investigation. J. Phys. Chem. V. 79:1975;763-764.
26. Symons, M.C.R., Russell Bowman, W., 1984. ESR studies of electron addition to p-nitrobenzyl bromide and p-nitrobenzyl chloride. J. Chem Soc. Commun. 1445-1446.
27. Wargon J.A., Williams F. EPR studies of radical trapping in the radiolysis of organic liquids: I. Evidence for the primary formation of the methoxy radicals in methanol. J. Am. Chem. Soc. 94:1972;7917-7918.
28. Wolland C., Wolff M., Kissel T. The influence of terminal gamma sterilization on captopril containing poly(DL-lactide-co-glycolide) microspheres. J. Control. Rel. 31:1994;293-305.
29. Wong S.K., Wan J.K.S. Some EPR observations in the photoreduction of nitrobenzenes. Can. J. Chem. V. 51:1972;753-759.