Synthesis and Antibacterial Activity of ll-O-(Benzoxaborole-Aminoalkylcarbamoyl) Derivatives of Macrolide Antibiotic Azithromycin

Abstract

Benzoxaborole, a structure in medicinal chemistry privileged due to its desirable physicochemical and drug-like properties, was used for the synthesis of azithromycin-benzoxaborole conjugates in which benzoxaborole fragment was attached to the 11-hydroxy group of the antibiotic via aminoalkylcarbomoyl spacer. The obtained hybrids 5-7 demonstrated wide spectrum of antibacterial activity, especially against susceptible S.pneumonia strain although the investigated modification didn't result in overcoming bacterial resistance in MRSA.

Keywords

• azithromycin
• benzoxaborole
• macrolide antibiotics
• antibacterial activity