Design, syntheses and 3D-QSAR studies of novel N-phenyl pyrrolidin-2-ones and N-phenyl-1H-pyrrol-2-ones as protoporphyrinogen oxidase inhibitors

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 22, 2010, Pages 7948-7956

  Zhang, Li ^a   Tan, Yin ^a   Wang, Neng Xue ^a   Wu, Qiong You ^a   Xi, Zhen ^b   Yang, Guang Fu ^a  

^a CENTRAL CHINA NORMAL UNIVERSITY   (China)

^b NANKAI UNIVERSITY   (China)

Author keywords

CoMFA; Herbicide; N Phenyl pyrrolidin 2 one; N Phenyl 1H pyrrol 2 one; Protoporphyrinogen oxidase

Indexed keywords

2 (4 CHLORO 2 FLUORO 5 PROPOXYPHENYL) 2,3,4,5,6,7 HEXAHYDROISOINDOL 1 ONE; 2 (5 ALLYLOXY 4 CHLORO 2 FLUOROPHENYL) 2,3,4,5,6,7 HEXAHYDROISOINDOL 1 ONE; HERBICIDE; N PHENYL 1H PYRROL 2 ONE DERIVATIVE; N PHENYLPYRROLIDIN 2 ONE DERIVATIVE; PROTOPORPHYRINOGEN OXIDASE; UNCLASSIFIED DRUG;

ARTICLE; COMPARATIVE MOLECULAR FIELD ANALYSIS; HERBICIDAL ACTIVITY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SYNTHESIS; WEED;

CRYSTALLOGRAPHY, X-RAY; ENZYME INHIBITORS; HERBICIDES; MOLECULAR CONFORMATION; PROTOPORPHYRINOGEN OXIDASE; PYRROLES; PYRROLIDINONES; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 78449253038     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.09.036     Document Type: Article

References (21)

1. H.R. Corradi, A.V. Corrigall, E. Boix, C.G. Mohan, E.D. Sturrock, P.N. Meissner, and K.R. Acharya J. Bio. Chem. 281 2006 38625
2. M. Koch, C. Breithaupt, R. Kiefersauer, J. Freigang, R. Huber, and A. Messerschmidt EMBO J. 23 2004 1720
3. Q.Q. Zhao, S.H. Liu, Y.H. Li, and Q.M. Wang J. Agric. Food Chem. 57 2009 2849
4. Theodoridis, G.; Princetons, N. J. U.S. Patent 4,818,275, 1989.
5. M. Hiraki, S. Ohki, Y. Sato, I. Jablonkai, P. Boger, and K. Wakabayashi Pestic. Biochem. Phys. 70 2001 159
6. Theodoridis G. U.S. Patent 5,798,316, 1989.
7. Hirai, K.; Futikami, T.; Murata, A.; Hirose, H. U.S. Patent 4,818,272, 1989.
8. Y.X. Liu, Z.P. Cui, B. Liu, B.L. Cai, Y.H. Li, and Q.M. Wang J. Agric. Food Chem. 58 2010 2685
9. Nagano, E.; Hashimoto, S.; Yoshida, R.; Matsumoto, H.; Oshio, H.; Kamoshita, k. EP 61741, 1982.
10. G. Theodoridis, K.M. Poss, and F.W. Hotzman Synthesis and Chemistry of Agrochemicals IV 1995 American Chemical Society Washington, DC
11. G. Theodoridis, J.T. Bahr, B.L. Davidson, S.E. Hart, F.W. Hotzman, K.M. Poss, and S.F.E. Tutt Synthesis and Chemistry of Agrochemicals IV 1995 American Chemical Society Washington, DC
12. K. Wakabayashi, and P. Böger Z. Naturforsch. C. 50 1995 591
13. J. Wan, L. Zhang, G.F. Yang, and C.G. Zhan J. Chem. Inf. Comp. Sci. 44 2004 2099
14. L.L. Jiang, Y. Tan, X.L. Zhu, Z.F. Wang, Y. Zuo, Q. Chen, Z. Xi, and G.F. Yang J. Agric. Food Chem. 58 2010 2643
15. Y.P. Luo, L.L. Jiang, G.D. Wang, Q. Chen, and G.F. Yang J. Agric. Food Chem. 56 2008 2118
16. M.Z. Huang, K.L. Huang, Y.G. Ren, M.X. Lei, L. Huang, Z.K. Hou, A.P. Liu, and X.M. Ou J. Agric. Food Chem. 53 2005 7908
17. M.Z. Huang, P. Cheng, K.L. Huang, Y.G. Ren, M.X. Lei, Y.G. Ma, and M.C. Xu Chin. J. Org. Chem. 25 2005 949
18. sybyl 7.3. S. Hanely Road, St. Louis, MO 63144, USA.
19. T. Halgren J. Am. Chem. Soc. 112 1990 4710
20. Sheldrick, G. M. shelxtl (version 5.0); University of GÖttingen: GÖttingen, Germany, 2001.
21. SMART V5.628, SAINT V6.45, and SADABS; Bruker AXS Inc: Madison, WI, 2001.