Enantioselective binding of ofloxacin to B form DNA

The binding affinity and binding mode of S- and R-ofloxacin, one of the quinolone antibiotics, to B form calf thymus DNA were studied in this work. The binding affinity of S-ofloxacin measured by both Stern-Volmer and Benesi-Hilderbrand methods was greater by a factor of 5 compared to R-enantiomer and the CD spectrum of the former is largely altered while that of the latter remained the same in the presence of DNA, indicating the enantiospecific binding of this drug to DNA. The binding geometry of both S- and R-ofloxacin calculated from the reduced linear dichroism was similar to norfloxacin, which is partially intercalated from the minor groove.