Synthesis and Antibacterial Activity of Oxime Ester Derivatives Containing 16-isopropyl-5,9-dimethyl tetracyclo [10.2.2.01,10.04,9] hexadec-15-ene-5,14- Dicarboxyl Group

Abstract

Acrylpimaric acid (16-isopropyl-5,9- dimethyltetracyclo [10. 2. 2. 01,10.04,9]hexa- dec-15-ene-5,14-dicarboxylic acid) was prepared by rosin through Diels-Alder addition reaction, then a series of oxime ester derivatives containing acrylpimaryl (16-isopropyl-5,9-dimethyltetracyclo [10.2.2.01,10.04,9]hexadec-15-ene-5,14-dicarboxyl) group were synthesized. Their structures were characterized by IR, 1HNMR, MS, and elemental analysis. The antibacterial activity of these newly synthesized oxime ester derivatives against Gram-negative bacteria and Gram-positive bacteria were also investigated. The results indicate that compounds display extensive anti-bacterial activity against Gram-negative bacteria and Gram-positive bacteria. Especially compounds (4c, 4d, 4f, 4h and 4k) exhibit excellent anti-bacterial activity against Escherichia coli (Gram-negative bacteria). Compared with the diameter of inhibition zone is 9.66mm of the standard compound bromogeramine, which the diameter of inhibition zone is 12.17mm, 10.00mm, 10.33mm, 9.67mm and 9.67mm respectively.