SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF AMIDE DERIVATIVES FROM ACRYLOPIMARIC ACID

This paper reports on the synthesis of a series of amide derivatives from acrylopimaric acid (APA). The derivatives contained aromatic groups and were characterized by IR, (HNMR)-H-1, MS, and elemental analysis. The antibacterial activity of the derivatives against Gram-negative bacteria and Gram-positive bacteria were also investigated. When compared with the other derivatives, compounds 3a and 3f showed much higher activity against Escherichia coli (Gram-negative bacteria) with inhibition zones of 5 mm and 5.5 mm, respectively. Structure-activity relationship analysis revealed that ortho-substituted phenyl derivatives and meta-substituted phenyl derivatives exhibited higher activity than the para-substituted derivatives. Meanwhile, the halogen-substituted compounds did not show visible antibacterial activity compared with other compounds, which may have been caused by the lower electron density of the halogen-substituted phenyl rings.