3D-QSAR Study of N-Nitro Urea Derivatives with Herbicidal Activity

Chem. J. Chinese Universities ›› 2010, Vol. 31 ›› Issue (12): 2419.

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3D-QSAR Study of N-Nitro Urea Derivatives with Herbicidal Activity

SHEN Xiao-Xia, XU Sheng-Zhen, CHEN Chang-Shui

Department of Chemistry, College of Science, Huazhong Agricultural University, Wuhan 430070, China

Received:2010-01-06 Revised:2010-05-05 Online:2010-12-10 Published:2010-12-06
Contact: CHEN Chang-Shui E-mail:chenchang@mail.hzau.edu.cn
About author:陈长水, 男, 教授, 主要从事农药化学和有机化学领域的研究.
Supported by:
National Natural Science Foundation-funded projects

Abstract

Abstract: The preliminary bioassays indicated that N-nitro urea derivatives possess good activity against A. retroflexus L and S. sudanenses. To design the highly active title compounds, comparative molecular field analysis (CoMFA) was applied to study of the three-dimensional quantitative structure activity relationship (3D-QSAR) on 38 N-nitro urea derivatives. The reasonable models with predictive ability were obtained from the investigation (A. retroflexus L: q2=0.674, r2=1.000, R2pred=0.9989) and (S. sudanenses: q2=0.635, r2=1.000, R2pred=0.9958). The steric and electronic contour maps show that bulky and electropositive groups inked to 2, 5-position of N'-phenyl ring, electronegetive groups to 3-position, small and electronegetive groups to 4, 6-position may increase the herbicidal activity against A. retroflexus L, and also bulky and electronegetive groups to 2-position, small and electronegetive groups to 3-position, bulky and electropositive groups to 4-position, bulky groups to 5-position may increase the activity against S. sudanenses.

Key words: N-nitro urea, herbicidal activity, 3D-QSAR, CoMFA

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SHEN Xiao-Xia, XU Sheng-Zhen, CHEN Chang-Shui. 3D-QSAR Study of N-Nitro Urea Derivatives with Herbicidal Activity[J]. Chem. J. Chinese Universities, 2010, 31(12): 2419.

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3D-QSAR Study of N-Nitro Urea Derivatives with Herbicidal Activity

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