Synthseis and Antibacterial Activities of Some 3-(2-Hydroxy-4, 6-dimethoxyphenyl)-5-aryl-isoxazolines

doi:10.7503/cjcu20121141

Abstract

Abstract:

In the present paper, seven 3-(2-hydroxy-4,6-dimethoxyphenyl)-5-aryl-isoxazolines(2a—2g) were synthesized via the reaction of chalcone derivatives with hydroxylamine. All the synthesized compounds(2a—2g) were characterized by IR,¹H NMR, MS and elemental analysis. The study on the antibacterial activity of these compounds against Escherichia coli, Staphylococcus aureus, Bacillus subtilis and Pseudomonas aeruginosa indicated that compounds 2d and 2e had a certain inhibitory effect on all select strains while compound 2e showed good antimicrobial properties on E. coli and S. aureus.

Key words: 3-(2-Hydroxy-4,6-dimethoxyphenyl)-5-aryl-isoxazoline, Antibacterial activity, Escherichia coli, Staphylococcus aureus

CLC Number:

O629

TrendMD:

JIANG Yu-Liang, HAN Qiao-Rong, ZHOU Wen-Long, XU Zhu-Xiong, WANG Bing-Xiang. Synthseis and Antibacterial Activities of Some 3-(2-Hydroxy-4, 6-dimethoxyphenyl)-5-aryl-isoxazolines[J]. Chem. J. Chinese Universities, 2013, 34(9): 2120.

References

[1] Quan M. L., Liauw A. Y., Ellis C. D., Pruitt J. R., Carini D. J., Bostrom L. L., Huang P. P., Harrison K., Knabb R. M., Thoolen M. J., Wong P. C., Wexler R. R., J. Med. Chem., 1999, 42, 2752—2759

[2] Quan M. L., Ellis C. D., Liauw A. Y., Alexander R. S., Knabb R. M., Lam G., Wright M. R., Wong P. C., Wexler R. R., J. Med. Chem., 1999, 42, 2760—2773

[3] James R., Pruitt D. J., Pinto M. J., Bioorg. Med. Chem. Lett., 2000, 10, 685—689

[4] Quan M. L., Wexler R. R., Curr. Top. Med. Chem., 2001, 13(1), 137—149

[5] Christos A. K., Dimitra H. L., Med. Res. Rev., 2004, 24(6), 687—747

[6] Habeeb A. G., Praveen Rao P. N., Knaus E. E., Drug Dev. Res., 2000, 51, 273—286

[7] Amgad G. H., Praveen R. P. N., Edward E. K., J. Med. Chem., 2001, 44, 2921—2927

[8] Leonardo D. N., Paola V., Antonio S., Stefania T., J. Med. Chem., 2004, 47, 4881—4890

[9] John W., Thais M. S., Donald J. P., George E., J. Med. Chem., 1997, 40, 50—60

[10] Xue C. B., John W., Thais M. S., J. Med. Chem., 1997, 40, 2064—2084

[11] Richard E. O., Thais M. S., John W., Donald J. P., J. Med. Chem., 1999, 42, 1178—1192

[12] Robert E. S., Ma T., Luis J. V. G., Bioorg. Med. Chem. Lett., 2003, 13, 2509—2512

[13] Liu B., Liu G., Xin Z. L., Micheal D., Bioorg. Med. Chem. Lett., 2004, 14, 5223—5226

[14] Xue S. J., Wang J. P., Chin. J. Org. Chem., 2003, 23(10), 1162—1164(薛思佳, 王洁平. 有机化学, 2003, 23(10), 1162—1164)

[15] Wang F. H., Tan Z. L., Chin. J. Pesticide Sci., 2004, 3(6), 71—73(王芬华, 覃章兰. 农药学学报, 2004, 3(6), 71—73)

[16] Paula B., Paulo C. L., Rosendo A. Y., Arch. Pharm. Chem. Life Sci., 2005, 338, 87—95

[17] Wang R. B., Peng S. X., Hua W. Y., Chinese J. Med. Chem., 1994, 4(3), 157—170(王如斌, 彭司勋, 华维一. 中国药物化学杂志, 1994, 4(3), 157—170)

[18] Liu P. F., Zhang J. F., Yan T., Xiong L. X., Li Z. M., Chem. Res. Chinese Universities, 2012, 28(3), 430—433

[19] Jiang Y. L., Xu Z. X., Wang B. X., Chem. J. Chinese Universities, 2012, 33(8), 1718—1721(江玉亮, 徐助雄, 王炳祥. 高等学校化学学报, 2012, 33(8), 1718—1721)

[20] Filho V. C., Miguel O. G., Nunes R. J., Calixto J. B., Yunes R. A., J. Pharm. Sci., 1995, 84(4), 473—475

[21] Wu J., Xu Z. X., Wang B. X., Chem. J. Chinese Universities, 2010, 31(11), 2201—2205(吴婧, 徐助雄, 王炳祥. 高等学校化学学报, 2010, 31(11), 2201—2205)

[22] Yang A. B., Wu J., Xu Z. X., Wang B. X., Chem. J. Chinese Universities, 2011, 32(10), 2306—2310(杨安博, 吴婧, 徐助雄, 王炳祥. 高等学校化学学报, 2011, 32(10), 2306—2310)