Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Optical Resolution of Hexanol Derivatives, Synthesis of Optically Active Systhane from Them and Its Biological Activity

Hexanol 유도체의 순수이성질체로의 분할, 이를 이용한 광학활성 시스탄의 합성 및 생물학적 활성

  • Im, Dai-Sig (Computer-aided Molecular Design & Bioscience Research Co., Ltd.) ;
  • Lee, So-Ha (Medicinal chemistry research center,Life Sciences Division, Korea Institute of Science and Technology) ;
  • Cheong, Chan-Seong (Medicinal chemistry research center,Life Sciences Division, Korea Institute of Science and Technology)
  • 임대식 ((주)씨엔비알) ;
  • 이소하 (한국과학기술연구원 생체과학연구부,의약화학연구센터) ;
  • 정찬성 (한국과학기술연구원 생체과학연구부,의약화학연구센터)
  • Published : 2003.08.30
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Abstract

$({\pm})-2-(4-Chlorophenyl)-2-cyano-2-phenyl-1-hexanol$ (2) and acetate ester (3) were resolved by various lipases. (R) and (S)-systhane were synthesized by the resolved compound 2. The antifungal screening of (R), (S)-systhane and $({\pm})-systhane$ against wheat leaf rust and barley powdery mildew gave activity over 92% in concentration of 2 ppm, but (R)- and (S)-systhane were not more active than $({\pm})-systhane$.

여러종류의 리파제를 이용하여 $({\pm})-2-(4-chlorophenyl)-2-cyano-2-phenyl-1-hexanol(2)$와 이의 acetate ester(3)을 광학분할하고 분할된 화합물들을 이용하여 (R) 및 (S)-systhane을 합성하였다. 현재 상품으로 팔리고 있는 $({\pm})-systhane$과 (R) 및 (S)-systhane의 항균활성을 조사하여 2 ppm의 농도에서 모든 systhane이 밑붉은녹병과 보리흰가루병에 대하여 92%의 항균활성을 보여주었으나 (R) 및 (S)-systhane이 $({\pm})-systhtne$보다 더 좋은 항균팔성을 보여주지는 않았다.

Keywords

References

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