RESOLUTION OF A CBI PRECURSOR AND INCORPORATION INTO THE SYNTHESIS OF (+)-CBI, (+)-CBI-CDPI1, (+)-CBI-CDPI2 - ENHANCED FUNCTIONAL ANALOGS OF (+)-CC-1065 - A CRITICAL-APPRAISAL OF A PROPOSED RELATIONSHIP BETWEEN ELECTROPHILE REACTIVITY, DNA-BINDING PROPERTIES, AND CYTOTOXIC POTENCY

Details of the resolution of an immediate CBI precursor, (+)- and (-)-8, and its subsequent incorporation into (+)- and (-)-CBI-CDPIn, optically-active enhanced functional analogs of (+)-CC-1065, are described. In marked contrast to a previously detailed direct relationship between electrophile reactivity and cytotoxic potency, an inverse relationship between the properties is detailed. © 1990.