Comparative molecular field analysis (CoMFA) and holographic quantitative structure-activity relationship (HQSAR) on the growth inhibition activity of the herbicidal 3-phenyl-5-(3,7-dichloro-8-quinolinyl)-1,2,4-oxadiazole derivatives

제초성 3-Phenyl-5-(3,7-dichloro-8-quinolinyl)-1,2,4-oxadiazole 유도체들의 생장 저해활성에 관한 비교 분자장 분석 (CoMFA)과 분자 홀로그램 구조-활성관계 (HQSAR)

  • Sung, Nack-Do (Division of Applied Biology & Chemistry, College of Agricultural & Life Sciences, Research Center for Transgenic Cloned Pigs, Chung-nam National University) ;
  • Lee, Sang-Ho (Korea Research Institute of Chemical Technology) ;
  • Song, Jong-Hwan (Korea Research Institute of Chemical Technology) ;
  • Kim, Hyoung-Rae (Korea Research Institute of Chemical Technology)
  • 성낙도 (충남대학교 농업생명과학대학 응용생물화학부) ;
  • 이상호 (한국화학연구원 생물의학연구부) ;
  • 송종환 (한국화학연구원 생물의학연구부) ;
  • 김형래 (한국화학연구원 생물의학연구부)
  • Published : 2003.06.30

Abstract

A series of new quinclorac family, herbicidal 3-phenyl-5-(3,7-dichloro-8-quinolinyl)-1,2,4-oxadiazole derivatives as substrate were synthesized and their growth inhibition activity $(pI_{50})$ against root and shoot of rice plant (Oryza sativa L.) and barnyard grass (Echinochloa crus-galli) were determined. And then comparative molecular field analysis (CoMFA) and molecular holographic quantitative structure- activity relationship (HQSAR) were compared in terms of their potential for predictiability. The statistical results were suggested that HQSAR based model had better predictability than CoMFA model. The selective factors to remove barnyard grass take electron withdrawing groups which can be created positive charge and steric bulky on the phenyl ring. Results revealed that the unknown 2,6-dichloro-substituent, U5 and 2,4,6-trichloro-substituent, U6(${\Delta}pI_{50}$=CoMFA: 1.18 & HQSAR: 1.82) were predicted as compound with higher activity and selectivity.

Keywords

3-phenyl-5-(3,7-dichloro-8-quinolinyl)-1,2,4-oxadiazoles;CoMFA;HQSAR;growth inhibition activity;rice plant & barnyard grass

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