Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
권호 표지

Structure-Activity Relationship. A Theoretical Study of 1-phenylpyrrolidine-2,5-diones on the Antifungal Activities

구조-활성 상관 관계 . 1-Phenylpyrrolidine-2,5-dione 유사체의 Antifungal Activity에 관한 이론적 연구

  • Park, Seong Sik (Department of Chemistry, Kyungsung University) ;
  • Choi, Sang Tae (Department of Chemistry, Kyungsung University) ;
  • Kim, Sang Yun (Department of Chemistry, Kyungsung University) ;
  • Yoh, Soo Dong (Department of Chemical Education, Kyungpook National University)
  • 박성식 (경성대학교 이과대학 화학과) ;
  • 최상태 (경성대학교 이과대학 화학과) ;
  • 김상윤 (경성대학교 이과대학 화학과) ;
  • 여수동 (경북대학교 화학교육과)
  • Published : 19961200
Download PDF
⟨ Previous Next ⟩

Abstract

The relationship between chemical structure and antifungal activity of benzene ring substituents of 1-phenylpyrrolidine-2,5-diones is studied by testing of model compounds and use of conformational data. The analysis revealed a number of structural features as essential for the antifungal effect: (1) the presence of an intact-NCO group and benzene moiety; (2) the distance between para substituents and the N atom within the 5.318∼5.320 ${\AA}$ range; (3) the distance between substituent X3 and X5 in the interval 5.437∼6.072 ${\AA}$ for the active analogues. And other parameters were discussed.

1-phenylpyrrolidine-2,5-diones에 대한 형태분석을 통하여 구조-활성 상관관계를 검토하였다. Antifungel activity에 대한 구조적인 특징으로 활성기인 imide group(-NCO)와 벤젠 moity가 존재하며, 강한활성을 나타내는 유사체의 N원자와 치환기간의 공간거리 N-X4는 5.318~5.320 ${\AA}$, 3,5-치환기간의 거리 X3 -X5는 5.437∼6.072 ${\AA}$을 나타내었다. 또한 여러 파라미터가 검토되었다.

Keywords

References

  1. Agric. Biol. Chem. v.35 Fujinami, A.;Ozaki, T.;Yamamoto, S.
  2. Agric. Biol. Chem. v.36 Fujinami, A.;Ozaki, T.;Nodera, K.;Tanaka, K.
  3. Agric. Biol. Chem. v.36 Fujinami, A.;Tottori, N.;Kato, T.;Kameda, N.
  4. Agric. Biol. Chem. v.38 Ohkawa, H.;Hisada, Y.;Fujiwara, N.;Miyamoto, J.
  5. The Organic Chemistry of Drug Design and Drug Action Silverman, R. B.
  6. Molecular Mechanics Burkert, U.;Allinger, N. L.
  7. Quant. Chem. Prog. Exch. Allinger, N. L.;Yuh, Y. H.
  8. J. Am. Chem. Soc. v.107 Dewar, M. J. S.;Zoebisch, E. G.;Healy, E. F.;Stewart, J. J. P.
  9. J. Am. Chem. Soc. v.97 Dewar, M. J. S.;Zoebisch, E. G.;Healy, E. F.;Stewart, J. J. P.
  10. Principles of Medicinal Chemistry Foye, W. O.
  11. Chem. Pharm. Bull. v.32 Yamagami, C.;Takao, N.;Horisaka, M.;Asada, S.;Fujita, T.
  12. Partition Coefficient Dunn Ⅱ, W. J.;Block, H.;Pearlman, R. S.
  13. Quant. Chem. Prog. Exch. Bull. v.1 Pearlman, R. S.
  14. J. Med. Chem. v.26 Van de Waterbeem, H.;Testa, B.
  15. J. Med. Chem. v.27 Froimowitz, M.
  16. Physical Chemical Properties of Drugs Pearlman, R. S.
  17. J. Am. Chem. Soc. v.107 Dewar, M. J. S.;Zoebisch, E. G.;Healy, E. F.;Stewart, J. J. P.
  18. J. Med. Chem. v.34 Remuzon, P.;Bouzard, D.;Desare, P. D.;Essiz, M.;Jacquiet, J. P.;Kiechel, J. R.
  19. Chem. Pharm. Bull. v.28 Oikawa, S;Tsuda, M.;Ohnogi, S.;Kurita, N.