Abstract
Fusidic acid (1) biotransformation using the fungus Cunninghamella elegans NRRL 1392 was studied. Two hydroxylated derivatives of fusidic acid (2, 3) were isolated, and their structures were fully elucidated using various spectroscopic techniques including 1D, 2D NMR and HRESI-FTMS. Cunninghamella elegans NRRL 1392 mediated the hydroxylation of ring B to yield 7-β-hydroxy (compound 2) and 6-β-hydroxyfusidic acid (compound 3). The antimicrobial activity of compounds 2 and 3 was evaluated against different Gram-positive and −negative bacteria as well as Mycobacterium smegmatis. Ring B hydroxylation resulted in decreased activity compared to fusidic acid against the tested strains. The average distances between the hydroxylation sites in ring B and C-3 and C-16 functionalities were calculated for all conformers within 10 kcal/mol of the lowest energy one.
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