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Acta Physico-Chimica Sinica  2010, Vol. 26 Issue (04): 1065-1074    DOI: 10.3866/PKU.WHXB20100435
QUANTUM CHEMISTRY AND COMPUTATION CHEMISTRY     
QSAR of Macrolactone Derivatives with Herbicidal Activity
DUAN Hong-Xia, WANG Rui-Gang, ZHANG Jian-Jun, DONG Yan-Hong, LIANG Xiao-Mei, WU Jing-Ping, WANG Dao-Quan
Key Laboratory of Pesticide Chemistry and Application Technology, Ministry of Agriculture, Department of Applied Chemistry, China Agricultural University, Beijing 100193
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Abstract  

We studied the quantitative structure-activity relationships (QSAR) of macrolactone derivatives. Statistical results fromthe established comparative molecular field analysis (CoMFA), the comparative molecular similarity indices analysis (CoMSIA), and the hologram quantitative structure-activity relationship (HQSAR) models showed believable predictability based on the cross-validated value (r2cv>0.5) and the non cross-validated value (r2>0.8). A contour maps analysis of the CoMFA and CoMSIA models showed that the hydrophobic and hydrogen-bond acceptor fields are important factors that affect the herbicidal activity of macrolactone compounds except for the steric and electrostatic fields. The structural modification information from the different atom contributions in the HQSAR model is in agreement with those of the 3D-QSAR models. According to the results from the CoMFA and CoMSIA models, the structure of compound B1-3 with the best herbicidal activity was modified and some designed compounds were predicted to have higher activity.



Key wordsCoMFA      CoMSIA      HQSAR      Macrolactone      Herbicidal activity     
Received: 27 November 2009      Published: 09 March 2010
MSC2000:  O641  
Corresponding Authors: LIANG Xiao-Mei, WANG Dao-Quan     E-mail: wangdq@cau.edu.cn; liangxiaomeim@yahoo.com.cn
Cite this article:

DUAN Hong-Xia, WANG Rui-Gang, ZHANG Jian-Jun, DONG Yan-Hong, LIANG Xiao-Mei, WU Jing-Ping, WANG Dao-Quan. QSAR of Macrolactone Derivatives with Herbicidal Activity. Acta Physico-Chimica Sinica, 2010, 26(04): 1065-1074.

URL:

http://www.whxb.pku.edu.cn/Jwk_wk/wlhx/10.3866/PKU.WHXB20100435     OR     http://www.whxb.pku.edu.cn/Jwk_wk/wlhx/Y2010/V26/I04/1065

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