Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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Structure-Activity Relationship (Ⅰ). Conformational Analysis of 3-Phenyl-5,5-dimethyloxazolidine-2,4-diones and their Antifungal Activities

구조-활성 관계 (제 1 보). 3-Phenyl-5,5-dimethyloxazolidine-2,4-diones 와 그들의 Antifungal Activity 에 관한 형태 분석

  • Park Seongsik (Department of Chemistry, Kyungsung University) ;
  • Yoh Soo-Dong (Department of Chemistry Education, Kyungpook National University) ;
  • Chung Duk-Young (Department of Chemistry Education, Kyungpook National University)
  • 박성식 (경성대학교 이과대학 화학과) ;
  • 여수동 (경북대학교 화학교육과) ;
  • 정덕영 (경북대학교 화학교육과)
  • 발행 : 19900900
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초록

The relationship between chemical structure and antifungal activity of benzene ring substituents of 3-phenyl-5,5-dimethyloxazolidine-2,4-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 5.32∼5.37${\AA}$ range; (3) the distance between substituents X3 and X4, in the interval 5.59 ∼ 5.77 ${\AA}$ for the active analogues.

3-phenyl-5,5-dimethyloxazolidine-2,4-dione에 대한 형태 분석을 통하여 구조-활성 관계를 검토하였다. Antifungal Activity에 대한 구조적인 특징으로 활성기인 amide group(-NCO)와 벤젠 moiety가 존재하며, 강한 활성을 나타내는 유사체의 N원자와 para 치환기 간의 공간거리 N-X$_4$는 5.32∼5.37${\AA}$, 3,5-치환기 간의 거리 X$_3$-X$_5$는 5.59 ∼ 5.77 ${\AA}$을 나타내었다.

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