The Korean Journal of Pesticide Science (농약과학회지)

The Korean Society of Pesticide Science (한국농약과학회)
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3D-QSAR Analysis on the Fungicidal Activity of N-phenyl-O-phenylthionocarbamate Analogues against Gray Mold (Botrytis cinerea)

잿빛곰팡이병균(Botrytis cinerea)에 대한 N-Phenyl-O-phenyl-thionocarbamate 유도체들의 살균활성에 관한 3D-QSAR 분석

  • Sung, Nack-Do (Division of Applied Biology and Chemistry, College of Agriculture and Life Sciences, Chungnam National University) ;
  • Park, Kee-Han (Bayer CropScience Ltd. Human resourses) ;
  • Jang, Seok-Chan (Division of Applied Biology and Chemistry, College of Agriculture and Life Sciences, Chungnam National University) ;
  • Soung, Min-Kyu (Peptron Inc. Research Institute)
  • 성낙도 (충남대학교 농업생명과학대학 응용생물화학부) ;
  • 박기한 (바이엘크롭싸이언스(주) 인사지원팀) ;
  • 장석찬 (충남대학교 농업생명과학대학 응용생물화학부) ;
  • 성민규 (펩트론(주) 중앙연구소)
  • Published : 2007.06.30
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Abstract

Three dimensional quantitative structure-activity relationships (3D-QSARs) on the fungicidal activity of N-phenyl-O-phenylthionocarbamate analogues against resistant and sensitive gray mold (Botrytis cinerea) (RBC & SBC) were studied quantitatively using CoMFA and CoMSIA methods. The correlation coefficient and predict- ability of optimized CoMFA model with the atom based fit alignment were better ($r^2$ & $q^2=CoMFA{\gg}CoMSIA$) than that of CoMSIA model. And statistical values of the models on the fungicidal activity against SBC were showed higher ($r^2=SBC{\gg}RBC$) than that of RBC. In CoMFA models, steric field on the activity was more influenced than electrostatic field. And in case of CoMSIA models, the influence of CoMSIA field on the activity against RBC and SBC was differ from each other but the influence of H-bond donor field was same to the two fungi. It is revealed that the selectivity factor with CoMFA model on the fungicidal activity between the two fungi was caused on the difference of steric field. Therefore, it is predicted that the large steric field with meta- and para-substituents on the N-phenyl ring will be improved to the fungicidal activity with SBC.

감수성(SBC) 및 저항성(RBC) 잿빛곰팡이병균(Botrytis cinerea)에 대한 N-phenyl-O-phenylthionocarbamate 유도체들의 살균활성에 대한 3차원적인 구조와 활성과의 관계(3D-QSAR)를 CoMFA와 CoMSIA 방법으로 검토하였다. 최적화 된 CoMFA 모델의 예측성과 상관성이 CoMSIA 모델보다 양호하였으며 ($r^2$ 및 $q^2=CoMFA{\gg}CoMSIA$) SBC 균주에 대한 살균활성 모델이 RBC에 대한 모델보다 양호한 통계값 ($r^2=SBC{\gg}RBC$)을 나타내었다. 또한, CoMFA 모델에서는 정전기장보다 입체장이 큰 영향을 미쳤다. CoMSIA 모델에서는 RBC 및 SBC에 대한 살균활성에 관한 CoMSIA장의 영향은 서로 상이하였으나 수소결합 주게장의 영향은 같았다. 통계적으로 양호한 CoMFA 모델에 의하여 두 균주사이 살균활성에 관한 선택성 요소는 입체장의 차이에 기인하는 것으로 판단된다. 그러므로 N-phenyl 고리상 meta 및 para-치환체의 큰 입체장은 SBC에 대한 살균활성을 향상시킬 것으로 예측되었다.

Keywords

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