Article
  • Synthesis, Characterization and Biological Activity of Poly(diallyl ether-co-maleic anhydride)
  • Shim MS, Lee NJ, Ha CS, Cho WJ
  • 디알릴 에테르와 무수 말레인산 공중합체의 합성 특성 결정및 생물활성
  • 심명섭, 이능주, 하창식, 조원제
Abstract
Copolymerization of diallyl ether(DAE) and maleic anhydride(MAH) were carried out in benzene at 60℃ with 2,2''-Azobisisobutyronitrile(AIBN). The copolymers were characterized by IR and NMR spectroscopy, GPC and TGA. The copolymer composition was determined by elemental analysis. The copolymer had alternating structure. The formation of charge-transfer(CT) complex was identified during the copolymerization of DAE, and MAH, where the equilibrium constant of the CT complexation was estimated as 0.74 liter/mole. For biological activity, the cytotoxicity of the copolymer obtained and natural killer(NK) activity of th(: polymer-treated Lymphocytes on cells were evaluated with K562 leukemia cell line. It was found that the copolymer showed no cytotoxicity below the concentration of 1.0 mg/ml but augmented NK activity of lymphocytes. It was also observed that the cytotoxicity was increased with increasing amount of the copolymer.

Diallyl ether(DAE)와 maleic anhydride:(MAH)를 용매로서 벤젠을 사용하여 60℃에 서 라디칼 공중합을 하였다. 중합체들의 특성은 IR. NMR, GPC 및 TGA등으로 결정하였으며, 중합체내의 단량체조성은 원소분석으로 구하였다. 공중한체는 교호구조를 가지며, 공중합시 두 단량체간에는 UV스펙트럼에 의해 charge-transfer complex가 형성됨을 확인하였로, 이때의 평형상수값은 0.74 liter/mole이었다. 공중합체의 생물학적인 활성은 K562 세포에 대한 공중합체 자체의 세포독성과 공중합체로 처리된 림프구의 자연세포 살해능으로써 조사하였다. 그 결과 공중합체 자체는 1.0mg/ml농도 이하에서 세포독성이 없었으나 림프구의 자연세포 살해능을 활성화시키는 효과를 보였으며, 자연세포 살해능은 공중합체 농도가 증가할수록 증가하였다.

References
  • 1. Breslow DS, Pure Appl. Chem., 46, 103 (1976)
  •  
  • 2. Chirigos MA, Jurner W, Pearson J, Griffin W, Int. J. Cancer, 4, 267 (1969)
  •  
  • 3. Declerg E, Merigan TC, J. Gen. Virol., 5, 359 (1969)
  •  
  • 4. Puccetti P, Santoni A, Riccardi C, Holden HT, Herberman RB, Int. J. Cancer, 24, 819 (1979)
  •  
  • 5. Santoni A, Riccardi C, Barlozzari T, Herberma RB, Int. J. Cancer, 26, 837 (1980)
  •  
  • 6. Barton JM, Butler GB, Chapin EC, J. Polym. Sci. A: Polym. Chem., 3, 501 (1965)
  •  
  • 7. Butler GB, Vanhaeren G, Ramadier M, J. Polym. Sci. A: Polym. Chem., 5, 1265 (1965)
  •  
  • 8. Butler GB, Jorce KC, J. Polym. Sci. C: Polym. Lett., 22, 45 (1968)
  •  
  • 9. Aso C, Sogabe M, Kogyo Kagaku Zasshi, 68, 1970 (1965)
  •  
  • 10. Walling C, Briggs E, Wolfstirn K, Mayo FR, J. Am. Chem. Soc., 70, 1537 (1948)
  •  
  • 11. Walling C, Briggs E, Wolfstirn K, Mayo FR, J. Am. Chem. Soc., 70, 1544 (1948)
  •  
  • 12. Sammuels RJ, Polymer, 18, 452 (1977)
  •  
  • 13. Kojima K, Iwabuchi S, Watanabe Y, Nakahira T, J. Polym. Sci. A: Polym. Chem., 17, 1271 (1979)
  •  
  • 14. Kuresevic V, Vukovic V, Fles D, J. Polym. Sci. A: Polym. Chem., 17, 1839 (1979)
  •  
  • 15. Vosberg WC, Cooper GB, J. Am. Chem. Soc., 63, 437 (1941)
  •  
  • 16. Scott RL, Rec. Trav. Chim. Pays-Bas, 75, 787 (1956)
  •  
  • 17. Benesi HA, Hildebrand JH, J. Am. Chem. Soc., 71, 2703 (1949)
  •  
  • 18. Butler GB, Fujimori K, J. Macromol. Sci.-Chem., A6(8), 1533 (1972)
  •  
  • 19. Riddick JA, Toops EEEds., Organic Solvents, 2nd ed. (Technique of Organic Chemistry, Vol. 7), Interscience (1955)
  •  
  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 0379-153X(Print)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2022 Impact Factor : 0.4
  • Indexed in SCIE

This Article

  • 1991; 15(4): 489-496

    Published online Aug 25, 1991