Synthesis and antibacterial evaluation of novel 4-alkyl substituted phenyl β-aldehyde ketone derivatives

European Journal of Medicinal Chemistry

Volumn 44, Issue 4, 2009, Pages 1737-1744

  Liu, Jinbing ^a   Cao, Rihui ^a   Wu, Qifeng ^a   Ma, Chunming ^a   Wang, Zihou ^b   Peng, Wenlie ^a   Song, Huacan ^a  

^a SUN YAT SEN UNIVERSITY   (China)

^b State Drug Administration   (China)

Author keywords

Ketone aldehyde; Antibacterial activity; Houttuynin; Synthesis

Indexed keywords

1 HYDROXY 3 (4 ISOPROPYLPHENYL) 3 OXOPROPANE 1 SULFONATE; 1 HYDROXY 3 OXO 3 (4 PENTYLPHENYL)PROPANE 1 SULFONATE; 3 (4 ETHYLPHENYL) 3 OXAPROPANAL OXIME METHYL ETHER; 3 (4 ETHYLPHENYL) 3 OXOPROPANAL DIOXIME ETHYL ETHER; 3 (4 ETHYLPHENYL) 3 OXOPROPANAL DIOXIME METHYL ETHER; 3 (4 ETHYLPHENYL) 3 OXOPROPANAL OXIME ETHYL ETHER; 3 (4 ISOPROPYLPHENHYL) 3 OXOPROPANAL DIOXIME METHYL ETHER; 3 (4 ISOPROPYLPHENYL) 3 OXOPROPANAL DIOXIME ETHYL ETHER; 3 (4 ISOPROPYLPHENYL) 3 OXOPROPANAL OXIME ETHYL ETHER; 3 (4 ISOPROPYLPHENYL) 3 OXOPROPANAL OXIME METHYL ETHER; 3 (4 METHYLPHENYL) 3 OXOPROPANAL; 3 OXO 3 (4 PENTYLPHENYL)PROPANAL OXIME ETHYL ETHER; 3 OXO 3 (4 PENTYLPHENYL)PROPANAL OXIME METHYL ETHER; 3 OXO 3 P TOLYLPROPANAL OXIME; 3 OXO 3 P TOLYLPROPANAL OXIME ETHYL ETHER; 3 OXO 3 P TOLYLPROPANAL OXIME METHYL ETHER; 3 OXO 3 P TOLYLPROPANAL SEMICARBAZONE; 3 OXO 3 P TOLYLPROPANAL THIOSEMICARBAZONE; 3 OXO 3 PHENYLPROPANAL; 3 OXO 3 PHENYLPROPANAL OXIME; 3 OXO 3 PHENYLPROPANAL OXIME METHYL ETHER; 3 OXO 3 PHENYLPROPANAL SEMICARBAZONE; 3 OXO 3 PHENYLPROPANAL THIOSEMICARBAZONE; 4 ALKYLPHENYL BETA ALDEHYDE KETONE; ALDEHYDE DERIVATIVE; BETA LACTAM; KETONE DERIVATIVE; LEVOFLOXACIN; SODIUM 1 HYDROXY 3 (4 ALKYLPHENYL) 3 OXOPROPANE 1 SULFONATE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIBIOTIC RESISTANCE; ARTICLE; CONTROLLED STUDY; DRUG DESIGN; DRUG POTENCY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; ESCHERICHIA COLI; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS; STRUCTURE ACTIVITY RELATION;

ALDEHYDES; ANTI-BACTERIAL AGENTS; BACTERIA; DRUG DESIGN; KETONES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 61349180207     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2008.03.010     Document Type: Article

References (24)

1. Barbachyn M.R., Cleek G.J., and Dolak L.A. J. Med. Chem. 46 (2003) 284-302
2. Haug B.E., Stensen W., Stiberg T., and Svendsen J.S. J. Med. Chem. 47 (2004) 4159-4162
3. Phillips O.A., Udo E.E., Ali A.A.M., and Samuel S.M. Eur. J. Med. Chem. 42 (2007) 214-225
4. Ellsworth E.L., and Tran T.P. J. Med. Chem. 49 (2006) 6435-6438
5. Renslo A.R., Jaishankar P., and Venkatachalam R. J. Med. Chem. 48 (2005) 5009-5024
6. Zhi C., Zheng Y., Manikowski A., and Brown N.C. J. Med. Chem. 48 (2005) 7063-7074
7. Maples K.R., Wheeler C., and Plattner J.J. J. Med. Chem. 50 (2007) 3681-3685
8. Park J.S., Yu K.A., Kang T.H., and Kim S. Bioorg. Med. Chem. Lett. 17 (2007) 3486-3490
9. Haldar J., Kondaiah P., and Bhattacharya S. J. Med. Chem. 48 (2005) 3823-3831
10. Dahiya R., and Pathak D. Eur. J. Med. Chem. 42 (2007) 772-798
11. Karthikeyan M.S., Holla B.S., and Kumari N.S. Eur. J. Med. Chem. 42 (2007) 30-36
12. Jeon H., Jo N.H., and Yoo K.H. Eur. J. Med. Chem. 42 (2007) 358-364
13. Wang D., Yu Q., Eikstadt P., and Hammond D. Int. Immunopharmacol. 2 (2002) 1411-1418
14. Ye X., Li X., and Yuan J. Colloids Surf. A: Physicochem. Eng. Asp. 279 (2006) 218-224
15. Wang D., Noda Y., Zhou Y., Nitta A., and Yu Q. Int. Immunopharmacol. 4 (2004) 1083-1088
16. Pan Y., and Jiang H. Res. Trad. Chin. Med. 18 (2002) 52-53
17. Ye X., Li X., Yuan L., and He H. Colloids Surf. A: Physicochem. Eng. Asp. 268 (2005) 85-89
18. National Committee for Clinical Laboratory Standards. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically. third ed. Approved Standard; NCCLS Document M7-A3 (1993), NCCLS, 771 Lancaster Avenue, Villanova, PA. 1-56238-209-8
19. Wang D., Liang Y.-H., Gong P., and Zhao Y.-F. Chin. J. Med. Chem. 46 (2002) 34-36
20. Clerici A., Pastori N., and Porta O. Tetrahedron 57 (2001) 217-225
21. Jeong H.J., Park Y.D., and Park H.Y. Bioorg. Med. Chem. Lett. 16 (2006) 5576-5579
22. Jeong T.S., Kim M.J., and Yu H. Bioorg. Med. Chem. Lett. 15 (2005) 1525-1527
23. Li C., Qin Z.-L., and Li X.-W. Chin. J. Org. Chem. 25 (2005) 587-590
24. Brickner S.J., Hutchinson D.K., and Barbachyn M.R. J. Med. Chem. 39 (1996) 673-679