Synthesis of 3-deoxyclarithromycin through biotransformation of clarithromycin by aspergillus niger and its antibacterial activity

Abstract EN

Biotransformation of clarithromycin (1), by the plant pathogen Aspergillums Niger ATCC10549, produced one main metabolite identified as 3-deoxyclarithromycin (2).

Testing the antibacterial activity against Staphylococcus aurous and Escherichia coli showed that compound2 has a moderate activity against the tested bacteria.

This result provides further evidence that the presence of oxygen at position 3 in clarithromycin enhances the antibacterial activity.

The structure of compound 2 was elucidated by different NMR techniques.

2D-NMR (COSY, HMBC and HMQC) experiments allowed full assignments of the proton and carbon chemical shifts.