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새로운 Capsaicin 유도체 DA-5018의 구조 및 물리화학적 성질 연구
Structural and Physicochemical Studies on DA-5018, a New Capsaicin Derivative

김흥재   (동아제약(주)연구소  ); 이종진   (동아제약(주)연구소  ); 이응두   (동아제약(주)연구소  ); 심현주   (동아제약(주)연구소  ); 이상득   (동아제약(주)연구소  ); 옥광대   (동아제약(주)연구소  ); 김원배   (동아제약(주)연구소  ); 박노상   (한국화학연구소CC0186998  );
  • 초록

    The physicochemical and structural properties of new capsaicin derivative, DA-5018, were examined. The reference standard of this compound was obtained by the recrystallization. A method for the determination of the dissociation constant of the compound is described. pH-solubility and distribution coefficient were determined by chromatographic method. Fundamental properties on thermal behaviors were investigated by TG, DTA and DSC. Structural analysis based on spectroscopic method coincided with the chemical structure of DA-5018. Approximate dissociation constant of the compound determined by UV spectral method was 9.35. Solubilities and partition coefficients in various pH buffer solution appeared pH-dependency. No crystal transition or further transition was found in the thermal analysis. This compound showed good stability, but pH 13 buffer and acetone made some degradative products.


  • 주제어

    DA-5018 .   Solubility .   Dissociation constant .   Partition coefficient .   Thermal analysis .   Capsaicinoid.  

 저자의 다른 논문

  • 박노상 (18)

    1. 1988 "Synthesis of Perhydroisoquinoline Ring Systems by N-Acyliminium Cyclization$^\sharp$" Bulletin of the Korean Chemical Society 9 (3): 129~132    
    2. 1990 "소염진통제의 개발 - I. Isoxazole 유도체 -" 약학회지 = Yakhak hoeji 34 (2): 80~87    
    3. 1991 "소염진통제 개발 (II) - 접합 헤테로고리 화합물 -" 약학회지 = Yakhak hoeji 35 (2): 73~84    
    4. 1992 "The Application of NMR Techniques to the Structural Confirmation of O-Substituted 3,4-Dihydroxyphenylacetic Acid Derivatives" Bulletin of the Korean Chemical Society 13 (1): 87~91    
    5. 1995 "Capsaicinoids-induced Neurotoxic Desensitization in Guinea Pig: Antinociception and Loss of Substance P-like Immunoreactivity from Peripheral Sensory Nerve Endings in Bronchi" The journal of applied pharmacology : the official journal of the Korean Society of Applied Pharmacology 3 (4): 256~259    
    6. 1996 "Synthesis of homovanillic amide derivatives and their analgesic activity" Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea 19 (3): 246~247    
    7. 1997 "4-Substituted-kynurenic Acid Derivatives:A Novel Class of NMDA Receptor Glycine Site Antagonists" Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea 20 (4): 351~357    
    8. 1997 "새로운 캅사이신 유도체 DA-5018의 급성통증 모델에서의 진통작용" The journal of applied pharmacology : the official journal of the Korean Society of Applied Pharmacology 5 (1): 67~73    
    9. 1999 "Cytotoxic Constituents from Solidago virga-aurea var. gigantea MIQ" Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea 22 (6): 633~637    
    10. 1999 "Bioisosterism: Interchange of 4-OH to 4-NH2 in Vanillin or Homovanillin Ring of Capsaicinoids" Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea 22 (2): 184~188    

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