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Bioresorbability and biocompatibility of aliphatic polyesters

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Abstract

The field of biodegradable polymers is a fast growing area of polymer science because of the interest of such compounds for temporary surgical and pharmacological applications. Aliphatic polyesters constitute the most attractive family among which poly(α-hydroxy acids) have been extensively studied. In the past two decades, several excellent reviews have been published to present the general properties of aliphatic polyesters. The aim of this paper is to complete the information collected so far with a special attention to the complex phenomena of biodegradability and biocompatibility. Indeed, the degradation of a polymer leads to the delivery of low molecular weight degradation by-products whose effects on the host body have to be considered. The consequences of the absence of standard terminology are first discussed with respect to words such as biodegradable and bioresorbable. Poly(α-hydroxy acids) derived from lactic and glycolic acids are then introduced in order to make easier the critical discussions of the following problems from literature data: biocompatibility, biodegradability, bioresorbability, mechanism of hydrolysis (enzymaticvs simple chemistry), polymodality of molecular weight distributions during degradation and the effects of the presence of oligomers. Finally, some specific comments are made on other aliphatic polyesters such as poly(hydroxy butyrate) and poly(β-malic acid).

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References

  1. A. HASSIG and K. STAMPFLI,Bibliotheca. Haemat. 33 (1969) 1–8.

    Google Scholar 

  2. D. V. ROSATO, in “Biomedical polymers, metals and composites”, edited by M. Szycher (Technomic Publ. Co. Inc., Lancaster, 1983) pp. 1019–1067.

    Google Scholar 

  3. E. E. SCHMITT and R. A. POLISTINA, “Surgical sutures”, US Patent 3 297 033, January (1967).

  4. E. J. FRAZZA and E. E. SCHMITT,J. Biomed. Mater. Res. Symp. 1 (1971) 43–58.

    Google Scholar 

  5. R. L. KRONENTHAL, in “Polymers in medicine and surgery”, edited by R. L. Kronenthal, Z. Oser and E. Martin (Plenum Press, New York, 1974).

    Google Scholar 

  6. G. S. KUMAR, V. KALPAGAM and U. S. NANDI,J. Macromolec. Sci. Rev. Macromolec. Chem. Phys. C22 (1982) 225–260.

    Google Scholar 

  7. G. E. ZAIROV, ibid.C25 (1985) 551–597.

    Google Scholar 

  8. J. KOPECEK and K. ULRICH,Prog. Polym. Sci. 9 (1983) 1–58.

    Google Scholar 

  9. D. A. WOOD,Int. J. Pharm. 7 (1980) 1–18.

    Google Scholar 

  10. R. K. KULKARNI, K. C. PANI, C. NEUMAN and F. LEONARD,Arch. Surg. 93 (1966) 839–843.

    Google Scholar 

  11. C. G. PITT, F. I. CHASLOW, Y. M. HIBIONADA, D. M. KLIMAS and A. SCHINDLER,J. Appl. Polym. Sci. 26 (1981) 3779–3787.

    Google Scholar 

  12. W. VON KORSATKO, B. WAGNEGG, H. M. TILLIAN, G. BRAUNEGG and R. M. LAFFERTY, “Poly(D(-)-3-hydroxy buttersaüre)-ein biologisch abbaubarer Arzneistoffträger zur Liberations-verzögerung. 2. Mih.: Über die biologische Abbaubarkert im tierischen Organismus und diein vitro-in-vivo-Korrelation der Arzneristoffliberation aus parenteral applizierbaren Matrix-Retard Tabletten”,Pharm. Ind. 45 (1977) 1004–1007.

    Google Scholar 

  13. M. VERT and R. W. LENZ,ACS Polym. Prepr. 20 (1979) 608–611.

    Google Scholar 

  14. N. DODDI, C. C. VERSFELT and D. WASSERMAN, “Synthetic absorbable surgical devices of polydioxanone”, US Patent 4 052 988, October (1976).

  15. J. A. RAY, N. DODDI, D. REGULA, I. A. WILLIAMS and A. MELVEGER,Surg. Gynecol. Obstet. 153 (1981) 497–507.

    Google Scholar 

  16. S. I. HOLLAND, B. J. TIGHE and P. L. GOULD,J. Control Rel. 4 (1986) 155–180.

    Google Scholar 

  17. M. VERT, P. CHRISTEL, F. CHABOT and J. LERAY, in “Macromolecular biomaterials”, edited by G. W. Hastings and P. Ducheyne (CRC Press, Boca Raton, 1984) Chap. 6.

    Google Scholar 

  18. M. VERT,Macromolec. Chem. Macromolec. Symp. 6 (1986) 109–122.

    Google Scholar 

  19. Idem., Macromolec. Chem. Suppl. 5 (1981) 30–41.

    Google Scholar 

  20. M. VERT, P. GRANGER, G. SPENLEHAUER and J. P. BENOIT, in press.

  21. F. CHABOT, M. VERT, S. CHAPELLE and P. GRANGER,Polymer 24 (1983) 53–59.

    Google Scholar 

  22. “Definitions in biomaterials”, edited by D. F. Williams (Elsevier, Amsterdam, 1987) p. 67.

    Google Scholar 

  23. R. K. KULKARNI, S. G. MOORE, A. F. HIGYELI and F. LEONARD,J. Biomed. Mater. Res. 5 (1971) 169–182.

    Google Scholar 

  24. J. M. BRADY, D. E. CUTRIGHT, R. A. MILLER and G. C. BATTISTONE, ibid.7 (1975) 155–166.

    Google Scholar 

  25. L. L. HENCH and E. C. ETHRIDGE, “Tissue reactions, polymers in biomaterials and interfacial approach”, edited by L. L. Hench and E. C. Ethridge, “Biophysics bioengineering series, Vol. 4” (Academic Press, New York, 1982) Chap. 7.3.

    Google Scholar 

  26. R. A. MILLER, J. M. BRADY and D. E. CUTRIGHT,J. Biomed. Mater. Res. 11 (1977) 711–719.

    Google Scholar 

  27. K. L. GERLACH and J. EITENMÜLLER, in “Biomaterials and clinical applications”, edited by A. Pizzoferrato, P. G. Marchetti, A. Ravaglioli and A. J. C. Lee (Elsevier, Amsterdam, 1987) pp. 299–304.

    Google Scholar 

  28. D. E. CUTRIGHT, E. E. HUNSUCK and J. P. BEASLEY,Oral Surg. 29 (1971) 393–402.

    Google Scholar 

  29. L. GETTER, D. E. CUTRIGHT, S. N. BHASKAR and J. K. AUGSBURG,J. Oral Surg. 30 (1972) 344–348.

    Google Scholar 

  30. H. A. STEIN,Canad. J. Ophthalm. 9 (1974) 432–434.

    Google Scholar 

  31. J. CHABAL,Lyon Chir. Fr. 70 (1974) 354–355.

    Google Scholar 

  32. W. M. COCKE,South. Med. J. 65 (1972) 629–639.

    Google Scholar 

  33. H. DARDICK, I. DARDICK and H. HAUFMAN,Amer. J. Surg. 121 (1971) 656–660.

    Google Scholar 

  34. A. R. ANSCOMBE, N. HIRA and B. HUNT,Brit. J. Surg. 57 (1970) 917–920.

    Google Scholar 

  35. J. BENDER and J. BROUWER,Arch. Chir. Neerl. 27 (1975) 54–61.

    Google Scholar 

  36. G. MICALI, A. RUSSO and G. SANFILIPPU,Min. Chir. 30 (1975) 186–190.

    Google Scholar 

  37. Ö. NELSON and L. OKMIAN,Z. Kinderchir. 18 (1976) 253–265.

    Google Scholar 

  38. J. C. HASTINGS,Surg. Gynecol. Obstet. 140 (1975) 701–707.

    Google Scholar 

  39. R. F. LARSEN,N.Z. Vet. J. 26 (1978) 258–259.

    Google Scholar 

  40. F. O. BERGMAN, S. J. H. BORGSTRÖM and D. E. W. HORMLUND,Arch. Chir. Scand. 137 (1971) 193–200.

    Google Scholar 

  41. H. DARDICK, I. DARDICK, A. R. KATZ, R. B. SMITH, B. H. SCHWIBNER and H. LAUFMAN,Surgery 68 (1970) 1112–1121.

    Google Scholar 

  42. K. S. DEVI and P. VASUDEVAN,JMS Rev. Macromolec. Chem. Phys. C25 (1985) 315–324, and references therein.

    Google Scholar 

  43. D. E. CUTRIGHT, J. D. BEASLEY and B. PEREZ,Oral Surg. 32 (1971) 165–173.

    Google Scholar 

  44. E. M. HELVESTON and S. F. MEYERS,Opt. Surg. 5 (1974) 63–68.

    Google Scholar 

  45. P. K. MAURER and J. V. McDONALD,J. Neurosurg. 63 (1985) 448–452.

    Google Scholar 

  46. P. H. CRAIG, J. A. WILLIAMS, K. W. DAVIS, A. D. MAGOUN, A. J. LEVEY, S. BOGANSKY and J. P. JONES,Surg. Gynecol. Obstet. 141 (1975) 1–9.

    Google Scholar 

  47. E. E. SCHMITT and R. A. POLISTINA, “Polyglycolic acid prosthetic devices”, US Patent 3 739 773, June (1973).

  48. J. L. LERAY, F. CHABOT, F. X. De CHARENTENAY, P. CHRISTEL, L. SEDEL and M. VERT, in Transactions 3rd Annual Meeting, American Society Biomaterials, New Orleans, 1977.

  49. J. F. NELSON, H. G. STANFORD and D. E. CUTRIGHT,Oral Surg. 43 (1977) 836–843.

    Google Scholar 

  50. L. SEDEL, F. CHABOT, P. CHRISTEL, F. X. De CHARENTENEY, J. LERAY and M. VERT,Rev. Chir. Orthop. 64 Suppl. 2 (1978) 92–96.

    Google Scholar 

  51. J. O. HOLLIGER,J. Biomed. Mater. Res. 17 (1983) 71–82.

    Google Scholar 

  52. M. VERT, F. CHABOT, J. LERAY and P. CHRISTEL, “Nouvelles pièces d'ostéosynthèse, leur préparation et leur application”, French Patent 78-29978, October (1978).

  53. P. CHRISTEL, F. CHABOT, J. L. LERAY, C. MORIN and M. VERT, in “Biomaterials”, edited by G. D. Winter, D. F. Gibbons and H. Plenck Jr (J. Wiley & Sons, New York, 1982) pp. 271–280.

    Google Scholar 

  54. J. P. DAUBE, “Première application en chirurgie maxillofaciale des matériaux biodégradables poly(α-hydroxy acides)”, MD thesis, Nice (1986).

  55. M. CHANAVAZ, F. CHABOT, M. DONAZZAN and M. VERT, in “Biological and biomechanical performance of biomaterials”, edited by P. Christel, A. Meunier and A. J. C. Lee (Elsevier Sci. Amsterdam, 1986) pp. 233–238.

    Google Scholar 

  56. M. VERT, P. CHRISTEL, H. GARREAU, M. AUDION, M. CHANAVAZ and F. CHABOT, in “Polymers in medicine II”, edited by E. Chiellini, P. Giusti, C. Migliaresi and L. Nicolais (Plenum Press, 1986) pp. 263–275.

  57. P. CHRISTEL, M. VERT, F. CHABOT, H. GARREAU and M. AUDION, in Proceedings of Plastic and Rubber Institute, PIMS IV (London, 1975) pp. 11–15.

  58. A. S. CHAWLA and T. M. S. CHANG,Biomat. Med. Dev. Artif. Org. 13 (1985–86) 153–162.

    Google Scholar 

  59. M. VERT, in “CRC critical reviews in therapeutic drug carrier systems”, Vol. 2, edited by S. D. Bruck (CRC Press, Boca Raton, 1986) 291–327.

    Google Scholar 

  60. G. SPENLEHAUER, M. VERT, J. P. BENOIT, F. CHABOT and M. VEILLARD,J. Control. Rel. 7 (1988) 217.

    Google Scholar 

  61. R. J. RUDERMAN, A. F. HEGYELI, B. G. HATTLER and F. LEONARD,Trans. Amer. Soc. Artif. Intern. Organs 228 (1972) 30–39.

    Google Scholar 

  62. H. F. SASKEN, L. A. TRUDELL, P. M. GALETTI, P. D. RICHARDSON, T. H. CHU and E. NYILAS,Trans. 9th Ann. Meeting Amer. Soc. Biomater. 82 (1983).

  63. D. F. WILLIAMS and E. MORT,J. Bioengng 1 (1977) 231–238.

    Google Scholar 

  64. D. F. WILLIAMS,Engng Med. 10 (1981) 5–7.

    Google Scholar 

  65. D. K. GILDING,Biocompat. Clin. Impl. Mater. 2 (1981) 209–232.

    Google Scholar 

  66. C. G. PITT, R. W. HENDREW, A. SCHINDLER and S. C. WOODWARD,J. Control Rel. 1 (1984) 3–14.

    Google Scholar 

  67. R. SMITH, C. OLIVER and D. F. WILLIAMS,J. Biomed. Mater. Res. 21 (1987) 991–1003.

    Google Scholar 

  68. A. SCHINDLER and C. G. PITT,Polym. Prepr. Amer. Chem. Soc. Polym. Chem. Dir. 23 (1983) 111–112.

    Google Scholar 

  69. T. M. SALTHOUSE and B. F. MATLAGA,Surg. Gynecol. Obstet. 142 (1976) 544–550.

    Google Scholar 

  70. L. R. BECK and T. R. TICE, in “Advances in human fertility and reproductive endocrynology”, Vol. 2, edited by D. R. Mishell (Raven Press, New York, 1983) pp. 175–199.

    Google Scholar 

  71. K. MAKINO, H. OHSHIMA and T. KOWDO,Pharm. Res. 4 (1987) 62–65.

    Google Scholar 

  72. D. C. TUNC, M. W. ROHOVSKY, W. B. LEHMAN, A. STRONGWATER and K. FUMMER, in Proceedings 31st Annual ORS, Las Vegas, 1985, p. 165.

  73. K. JAMSHIDI, S. H. HYON, T. NAKAMURA, O. Y. IKADA, Y. SHIMITZU and T. TERAMATSU, in “Biological and biomechanical performance of biomaterials”, edited by P. Christel, A. Meunier and A. J. C. Lee (Elsevier, Amsterdam, 1986) pp. 227–232.

    Google Scholar 

  74. T. M. TSAKALA, J. GILLAND, M. ROLAND, F. CHABOT and M. VERT,J. Control. Rel. 5 (1988) 233.

    Google Scholar 

  75. Y. TABATA, PhD thesis, Kyoto University (1987) p. 97.

  76. A. M. REED and D. K. GILDING,Polymer 22 (1981) 494–498.

    Google Scholar 

  77. E. W. FISCHER, M. J. STERZER and G. WEGNER, ibid.252 (1973) 980.

    Google Scholar 

  78. J. W. LEENSLAG, A. J. PENNINGS, R. R. M. BOS, F. R. ROZEMA and G. BOERING,Biomaterials 8 (1987) 311–314.

    Google Scholar 

  79. SU MING LI, H. GARREAU and M. VERT,J. Mater. Sci.: Mater. in Med. 1 (1990) 123.

    Google Scholar 

  80. B. TREMILLON, “Les résines échangeuses d'ions et leurs applications” (Gauthier-Villard, Paris, 1965).

    Google Scholar 

  81. G. E. VISSHER, R. L. ROBINSON, H. V. MAULDING, J. W. FONG, J. E. PARSIN and G. J. ARGENTIERI,J. Biomed. Mater. Res. 19 (1985) 349–365.

    Google Scholar 

  82. R. A. KENLEY, M. O. LEE, T. R. MAHONEY, II and L. M. SANDERS,Macromolecules 20 (1999) 2398–2403.

    Google Scholar 

  83. S. H. HYON, K. JAMSHIDI and Y. IKADA, in “Polymers as biomaterials”, edited by S. W. Shalaby, A. S. Hoffman, B. D. Ratner and T. A. Horbett (Plenum Press, New York, 1984) pp. 51–65.

    Google Scholar 

  84. C. P. SHARMA and D. F. WILLIAMS,Engng Med. 10 (1981) 8–10.

    Google Scholar 

  85. A. BROWNING and C. C. CHU,J. Biomed. Mater. Res. 20 (1986) 613–632.

    Google Scholar 

  86. U. SIEMAN,Thermochim. Acta 85 (1985) 513–516.

    Google Scholar 

  87. K. MAKINO, H. OHSIMA and T. KONDO,J. Microencapsulation 3 (1986) 203–212.

    Google Scholar 

  88. J. LERAY, M. VERT and D. BLANQUAERT, “Nouveau matériau de prothèse osseuse et son applicaton”, French Patent 76 28 163, September (1976).

  89. D. L. WISE, J. B. GREGORY, M. P. NEWBERNE, L. C. BARTHOLOW and J. STANBURY, in “Polymeric delivery systems”, edited by R. J. Kostelnik, “Midland Macromolecule Monograph”, Vol. 5 (Gordon and Breach, New York, 1978) pp. 121–138.

    Google Scholar 

  90. H. V. MAULDING, T. R. TICE, D. R. COWSAR, J. W. FONG, D. E. PARSON and J. P. NAZARENO,J. Control. Rel. 3 (1986) 103–117.

    Google Scholar 

  91. C. G. PITT and Z. W. GU,J. Control. Rel. 4 (1987) 283–292.

    Google Scholar 

  92. N. D. MILLER and D. F. WILLIAMS,Biomaterials 5 (1984) 365–368.

    Google Scholar 

  93. D. K. GILDING, A. M. REED and S. A. BASKETT, ibid.1 (1980) 145–148.

    Google Scholar 

  94. L. M. SANDERS, L. S. KENT, G. I. MCRAE, B. H. VICKERU, T. R. TICE and D. H. LEWIS,J. Pharm. Sci. 73 (1981) 1294–1299.

    Google Scholar 

  95. P. HOLMES,Phys. Technol. 16 (1985) 32–36.

    Google Scholar 

  96. S. J. HOLLAND, A. JOLLY, M. YASIN and B. J. TIGHE,Biomaterials 8 (1985) 289–295.

    Google Scholar 

  97. D. F. WILLIAMS and N. D. MILLER, in “Biomaterials and clinical applications”, edited by A. Pizzoferrato, P. G. Marchetti, A. Ravaglioli and A. J. C. Lee (Elsevier, Amsterdam, 1987) pp. 471–476.

    Google Scholar 

  98. P. HELEVIRTA, J. LAIHO, J. KILPIKARI, S. VAINIONPÄÄ, P. ROKKANEN and P. TÖRMÄLÄ, in “Biomaterials and clinical applications”, edited by A. Pizzoferrato, P. G. Marchetti, A. Ravaglioli and A. J. C. Lee (Elsevier, Amsterdam, 1987) pp. 299–304.

    Google Scholar 

  99. R. W. LENZ and M. VERT, “Malic acid polymers”, US Patent 4265247, May (1981) and Patent 4320753, March (1982).

  100. C. BRAUD, C. BUNEL and M. VERT,Polym. Bull. 13 (1985) 293–299.

    Google Scholar 

  101. P. CHRISTEL, A. de ROCQENCOURT and M. VERT, Unpublished work.

  102. Ph. GUERIN, J. FRANCILLETTE, C. BRAUD and M. VERT,Macromol. Chem. Macromol. Symp. 6 (1986) 305–311.

    Google Scholar 

  103. S. C. ARNOLD and R. W. LENZ, ibid.6 (1986) 285–303.

    Google Scholar 

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Vert, M., Li, S.M., Spenlehauer, G. et al. Bioresorbability and biocompatibility of aliphatic polyesters. J Mater Sci: Mater Med 3, 432–446 (1992). https://doi.org/10.1007/BF00701240

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