폴리펩티드-의약 전달체 및 폴리펩티드 공중합체의 합성 및 물성에 관한 연구 (Ⅰ) L-Lactic Acid 와 L-Glutamic Acid 공중합체의 합성 및 그의 물성

Studies on Synthesis of Block Copolymers Containing Polyester and Polypeptide for Drug Delivery System Ⅰ. Synthesis and Characterization of Copolymer of L-Lactic Acid and L-Glutamic Acid

  • 김홍범 (동국대학교 화학과) ;
  • 성용길 (동국대학교 이과대학 화학과) ;
  • 정재희 (동국대학교 화학과) ;
  • 백형게 (동국대학교 화학과) ;
  • 민태진 (동국대학교 이과대학 화학과) ;
  • 김영순 (동국대학교 이과대학 화학과)
  • 발행 : 19900300

초록

의약 전달체에 사용되는 생체분해성 고분자로서 L-lactic acid 와 L-glutamic acid가 각기 다른 조성비로 이루어진 공중합체를 합성하였다. Poly (L-lactide)는 zink oxide를 이용하여 합성하였으며, Poly (L-lactide) 말단에 3-Amino-l-propanol을 도입시킨 다음 이미 합성된 γ-benzyl-L-glutamate-N-carboxyanhydride (γ-BLG-NCA)를 개환중합시켜서 block copoly (L-lactide-γ-benzyl-L-glutamate)를 합성하였다. NMR로써 L-lactide와 γ-BLG-NCA가 서로 일정한 비율로 이루어진 공중합체가 합성되었음을 확인하였으며, 생성된 공중합체들의 열적성질은 시차주사열량계법 및 열무게 측정법으로 조사하였다.

As a possible biocompatible and biodegrable polymer skeleton for drug delivery system, block copolymers of L-lactic acid and L-glutamic acid with different composition were synthesized and characterized. Poly (L-lactide) was prepared by polymerization of L-lactide with zine oxide at $130^{\circ}C$ for 72 hrs. 3-Amino-l-propanol was introduced to poly (L-lactide) by an ester linkage in order to initiate polymerization. Polymerization of $\gamma-benzyl-L-glutamate-N-carboxyanhydride(\gamma-BLG-NCA)$ utiliizing the amino group of modified poly (L-lactide) as an initiator gave rise to the block copoly $(L-lactide-\gamma-benzyl-L-glutamate).$ The NMR study of resulting block copolymers showed that the composition of L-lactic acid and $\gamma-benzyl-L-glutamate$ in block copolymers was depended on the weight ratio of poly (L-lactide) and $\gamma-BLG-NCA.$ The thermal properties of the resulting block copolymers were determined by the differential scanning calorimetry and by the thermogravimetry.

키워드

참고문헌

  1. Polymer Science and Technology v.8 Polymers in Medicine and Surgery R. L. Kronenthal;R. L. Lronethal(ed.);Z. Oser(ed. );E. Martin(ed.)
  2. U. S. Patent. 4,470,297 assignors to Ethicon A. Kafrawy;F. V. Mattei;S. W. Shalaby
  3. Drug Design v.10 S. W. Kim;R. V. Pertersen;J. Feijen;E. J. Ariens(Ed.)
  4. Polymer v.20 D. K. Gilding;A. M. Reed
  5. Biopolymers v.15 W. D. Faller;M. S. Verlander;M. Goodman
  6. J. Polym. Sci. Macromol. v.12 R. W. Woody
  7. J. Med. Chem. v.7 Y. Kato;N. Umemoto;Y. Kayama;H. Fukushima;Y. Takeda;T. Hara;Y. Tsukada
  8. Yeon Ku Non jip v.17 J. Y. Kim;Y. J. Kim;Y. K. Sung
  9. Polymer (Korea) v.12 no.5 S. W. Jang;J. H. Kim;K. Y. Kim;Y. K. Sung;C. S. Cho
  10. Fed. Regist. v.40 no.121 Anon.(FDA)
  11. AD Report No. 748 U. S. Natl. Tech. Intorm. Seru. R. G. Sinclair;Gynn
  12. Biopolymeric Controlled Release System v.1 D. L. Wise;D. L. Wise(Ed.)
  13. Bull. Chem. Soc. Jap. v.38 T. Ozawa
  14. Anal. Chem. v.21 H. E. Kissinger
  15. J. Polym. Sci. v.6 E. S. Freedman;B. Carroll
  16. Thermal Methods and Analysis W. W. Wendlant
  17. Polym. J. v.19 K. Kugo;A. Ohji;T. Uno;J. Nishino
  18. Tetrahedron Lett. v.31 M. Mutter
  19. Makromolecules v.17 R. Kricheldorf;T. Mang;J. M. Jonte
  20. J. Polym. Sci. Polym. Chem. v.17 A. Schindler;D. Happer
  21. Mackromol. Chem. Suppl. v.12 H. R. Kricheldorf;J. M. Jonte;M. Berl
  22. Eur. Polym. J. v.19 F. E. Kohn;J. G. Van Ommen;J. Feifen
  23. Eur. Polym. J. v.10 S. Fririch;D. Gerther;A. Zlikha
  24. Ind. J. Chem. v.8 Mhala;J. P. Mishra
  25. J. Polym. Sci. Polym. Let. v.5 M. Goodman;M. D. Alagni
  26. Polymer v.23 B. Eling;S. Gogolewski;A. J. Penning