MITOMYCIN ANTIBIOTICS . SYNTHETIC STUDIES .22. ANTIBACTERIAL STRUCTURE-ACTIVITY RELATIONSHIPS IN INDOLOQUINONE SERIES

The in vivo antibacterial structure-activity relationships of a considerable number of indoloquinone analogs of the mitomycin antibiotics are reviewed. The most active members of the series were certain 5-ethylenimino derivatives, of which 1-ethyl-2,6-dimethyl-5-ethyleniminoindoloquinone N-(β-hydroxyethyl)carbamate (IV) was the most extensively investigated. This compound shows potent oral activity in mice infected with a spectrum of representative gram-positive organisms, but apparently still retains some of the cytotoxicity manifested by the parent antibiotics and therefore is not of clinical interest. © 1968, American Chemical Society. All rights reserved.