The Korean Journal of Pesticide Science (농약과학회지)

The Korean Society of Pesticide Science (한국농약과학회)
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Comparative Molecular Field Analyses on the Fungicidal Activities of N-phenylthionocarbamate Derivatives based on Different Alignment Approaches

상이한 정렬에 따른 N-phenylthionocarbamate 유도체들의 살균활성에 관한 비교 분자장 분석

  • Sung, Nack-Do (Division of Applied Biology and Chemistry, College of Agriculture and Life Sciences, Chungnam National University) ;
  • Soung, Min-Gyu (Division of Applied Biology and Chemistry, College of Agriculture and Life Sciences, Chungnam National University) ;
  • You, Jae-Won (Hanbul Cosmetics Co., Ltd, R & D center) ;
  • Jang, Seok-Chan (Division of Applied Biology and Chemistry, College of Agriculture and Life Sciences, Chungnam National University)
  • 성낙도 (충남대학교 농업생명과학대학 응용생물화학부) ;
  • 성민규 (충남대학교 농업생명과학대학 응용생물화학부) ;
  • 유재원 (한불화장품(주) 기술연구소) ;
  • 장석찬 (충남대학교 농업생명과학대학 응용생물화학부)
  • Published : 2006.09.30
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Abstract

Three dimensional quantitative structure-activity relationships (3D-QSARs) for the fungicidal activities against Rhizoctonia solani (RS) and Phytophthora capsici (PC) by N-phenyl substituents(X) of N-phenylthionocarbamate derivatives were studied quantitatively using comparative molecular field analysis (CoMFA) methodology based on different alignment approaches. Statistical quality of CoMFA models with field fit alignment were slightly higher than that of atom based fit alignment. The optimized CoMFA models (RS: RF2 & PC: PF2) were derived from field fit alignment and combination of CoMFA fields. And the statistical results of the two models showed the best predictability of the fungicidal activities based on the cross-validated value $q^2$ ($r^2_{cv.}$ =RS: 0.557 & PC: 0.676) and non-cross-validated value ($r^2_{ncv.}$ =RS: 0.954 & PC: 0.968), respectively. The selective fungicidal activities between two fungi were dependence upon the electrostatic field of substrate molecule. Therefore, the fungicidal activities from CoMFA contour maps showed that the fungicidal activity will be able to increased according to the modification of X-substituents on the substrate molecules.

새로운 N-phenylthionocarbamate 유도체들의 N-phenyl-치환기(X) 변화에 따른 벼잎집무늬마름병균(Rhizoctonia solani) 및 고추역병균(Phytophthora capsici)에 대한 살균활성과의 3D-QSARs 관계를 상이한 정렬에 따른 비교 분자장 분석(CoMFA) 방법으로 연구하였다. 그 결과, field fit 정렬 조건에서 유도된 CoMFA 모델들이 atom based fit 정렬 조건의 모델보다 양호하였다. 따라서 두 균주에 대한 살균활성을 가장 잘 설명하는 CoMFA 모델들은 field fit 정렬과 CoMFA장들의 조합 조건에서 유도된 CoMFA 모델(RS: RF2 및 PC: PF2)들이었다. 두 CoMFA 모델들은 통계적으로 높은 예측성($r^2_{cv.}$=RS: 0.557 및 PC: 0.676)과 상관성($r^2_{ncv.}$=RS: 0.954 및 PC:0.968)을 보였다. 그리고 두 균주에 사이의 선택적인 살균활성은 기질분자의 정전기장에 의존적이었으며 CoMFA 등고도는 두 균주에 대한 살균활성이 기질분자의 치환기(X) 변화로 개전 될 수 있을 것임을 나타내었다.

Keywords

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