Synthesis, structure analysis and antibacterial activity of N-[5-dehydroabietyl-[1,3,4]thiadiazol-2-yl]-aromatic amide derivatives

Abstract

A series of N-[5-dehydroabietyl-[1,3,4]thiadiazol-2-yl]-aromatic amide derivatives were synthesized from dehydroabietic acid. Their structures were characterized by IR, 1H NMR, MS, elemental analysis and single crystal X-ray diffraction. Four six-membered rings of 2b exhibited plane, half-chair and chair configurations, respectively. The antibacterial activity of these newly synthesized N-[5-dehydroabietyl-[1,3,4]thiadiazol-2-yl]-aromatic amides derivatives against Gram-negative bacteria and Gram-positive bacteria was also investigated using the minimum inhibition concentration method. Preliminary results indicated that five compounds displayed better antibacterial activity against Pseudomonas aeruginosa and Escherichia aerogenes compared to commercially available antibacterial agents of Bromogeramine and Ampicillin sodium.

Keywords

• N-[5-Dehydroabietyl-[1,3,4]thiadiazol-2-yl]-aromatic amide
• Dehydroabietic acid
• Crystal structure
• Minimum inhibition concentration
• Antibacterial activity