Please wait a minute...
Acta Physico-Chimica Sinica  2010, Vol. 26 Issue (04): 1065-1074    DOI: 10.3866/PKU.WHXB20100435
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
Download:   PDF(1329KB) Export: BibTeX | EndNote (RIS)      


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:;
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:     OR

[1] ZHANG Qing-Qing, YAO Qi-Zheng, ZHANG Sheng-Ping, BI Le-Ming, ZHOU Zhi-Guang, ZHANG Ji. Homology Modeling, Molecular Docking, and 3D-QSAR of Indirubin Analogues as CDK1 Inhibitors[J]. Acta Physico-Chimica Sinica, 2014, 30(2): 371-381.
[2] WEI Zhuo, ZHANG Huai, CUI Wei, JI Ming-Juan. Molecular Docking and 3D-QSAR on Maleimide Derivatives as Glycogen Synthase Kinase-3β Inhibitors[J]. Acta Physico-Chimica Sinica, 2009, 25(05): 890-896.
[3] SUN Ni-Yue, LU Tao, CHEN Ya-Dong, HAO Lan-Hu, XU Yan, LI Rui-Jun. 3D-QSAR and Molecular Docking Study on Selectivity of Indolocarbazole Series as Cyclin-Dependent Kinase Inhibitors[J]. Acta Physico-Chimica Sinica, 2009, 25(04): 645-654.
[4] YAN Lin-Fang, HU Gui-Xiang, XU Jing, ZHAO Wen-Na, YU Qing-Sen. 3D-QSAR Models on Cholesteryl Ester Transfer Protein Inhibitors[J]. Acta Physico-Chimica Sinica, 2008, 24(12): 2249-2256.
[5] JIANG Yu-Ren; QIN Wei. 3D-QSAR Analysis on Benzoxazinone Derivatives[J]. Acta Physico-Chimica Sinica, 2008, 24(10): 1859-1863.
[6] QIAN Li;SHEN Yong;CHEN Jin-Can;ZHENG Kang-Cheng . 3D-QSAR Study of a Series of Indolo[1,2-b]quinazoline Derivatives with Antitumor Activity and their Molecular Design[J]. Acta Physico-Chimica Sinica, 2006, 22(11): 1372-1376.
[7] QIAO Ying-xin; ZHOU Jia-ju. A 3D-QSAR Study with Energy of Molecular Orbitals on N-Aminoidazoles[J]. Acta Physico-Chimica Sinica, 2006, 22(02): 209-214.
[8] ZHU Jun; NIU Yan; LÜ Wen; LEI Xiao-ping. Studies on Three-dimensional QSAR of Muscarinic Receptor Agonists[J]. Acta Physico-Chimica Sinica, 2005, 21(11): 1259-1263.
[9] LIU Bing; LU Ai-Jun; LIAO Chen-Zhong; LIU Hai-Bo; ZHOU Jia-Ju. 3D-QSAR of Sulfonamide Hydroxamic Acid HDAC Inhibitors[J]. Acta Physico-Chimica Sinica, 2005, 21(03): 333-337.
[10] Wang Bao-Lei;Ma Ning;Wang Jian-Guo;Ma Yi;Li Zheng-Ming;Li Yong-Hong. 3D-QSAR Analysis of New Sulfonylureas Related to Their Herbicidal Activity[J]. Acta Physico-Chimica Sinica, 2004, 20(06): 577-581.
[11] Lu Ai-Jun;Liu Bing;Liu Hai-Bo;Zhou Jia-Ju. 3D-QSAR Study of Benzodiazepines at Five Recombinant GABAA/Benzodiazepine Receptor Subtypes[J]. Acta Physico-Chimica Sinica, 2004, 20(05): 488-493.
[12] Ding Jun-Jie;Ding Xiao-Qin;Zhao Li-Feng;Chen Ji-Sheng. Three Dimensional Quantitative Structure-activity Relationship of Dihydropyridine Derivatives[J]. Acta Physico-Chimica Sinica, 2003, 19(12): 1108-1113.
[13] Huang Chang-Kang;Gao Ying;Liu Zhen-Ming;Liu Ying;Lai Lu-Hua. Comparative Molecular Field Analysis of Pyrrolidine Inhibitors for Human Cytosolic Phospholipase A2[J]. Acta Physico-Chimica Sinica, 2003, 19(01): 79-81.
[14] Zhu Li-Li;Xu Xiao-Jie. 3D-QSAR Analyses of Melatonin Antagonists[J]. Acta Physico-Chimica Sinica, 2002, 18(12): 1087-1092.
[15] Zou Xia-Juan;Lai Lu-Hua;Jin Gui-Yu;Huang Gui-Qin. Studies on the 3D-QSAR of Novel 1-aryl-1,4-dihydro-3-acylhydrazinocarbonyl-6-methyl- 4-pyridazinones[J]. Acta Physico-Chimica Sinica, 2002, 18(06): 513-516.