CBI analogs of CC-1065 and the duocarmycins

A composition having a radical represented by the following structure:

• wherein:
• A is selected from the group consisting of NH and O;
• B is selected from the group consisting of C and N;
• R2 is incorporated into a first N-substituted pyrrolidine ring containing V1, a double bond between R2 and R3, or is selected from the group consisting of hydrogen, hydroxyl, O-alkyl (C1-C6), and N+-alkyl (C1-C6)3;
• R3 is incorporated into the first N-substituted pyrrolidine ring containing V1, a double bond between R2 and R3, or is NH—C(O)—R6;
• R4 is selected from the group consisting of hydrogen, hydroxyl, O-alkyl (C1-C6), and N+-alkyl (C1-C6)3;
• R5 is selected from the group consisting of hydrogen, hydroxyl, O-alkyl (C1-C6), and N+-alkyl (C1-C6)3;
• and
• the first N-substituted pyrrolidine ring containing V1being fused to the double bond between R2 and R3 and being represented by the following structure:
• wherein:
• R6 is a radical represented by the following structure:
• wherein:
• E is selected from the group consisting of NH, S, and O;
• D is selected from the group consisting of C and N;
• R7 is incorporated into a second N-substituted pyrrolidine ring containing V2, a double bond between R7 and R8, or is selected from the group consisting of hydrogen, hydroxyl, O-alkyl (C1-C6), and N+-alkyl (C1-C6)3;
• R8 is incorporated into a second N-substituted pyrrolidine ring containing V2, a double bond between R7 and R8, or is selected from the group consisting of hydrogen, hydroxyl, O-alkyl (C1-C6), and N+-alkyl (C1-C6)3;
• the second N-substituted pyrrolidine ring containing V2 being fused to the double bond between R7 and R8 and being represented by the following structure:
• wherein:
• R9 is selected from the group consisting of —CH2CH3, -alkyl, —NHCH3, —N-alkyl, —OCH3, —O-alkyl, —NH2, —NHNH2, and —NHNHCO2-t-Bu,
• with the following provisos:
• if R2 participates in the first N-substituted pyrrolidine ring, then R3 also participates in the first N-substituted pyrrolidine ring;
• if R3 participates in the first N-substituted pyrrolidine ring, then R2 also participates in the first N-substituted pyrrolidine ring;
• if R7 participates in the N-substituted pyrrolidine ring, then R8 also participates in the N-substituted pyrrolidine ring;
• if R8 participates in the N-substituted pyrrolidine ring only if R7 also participates in the N-substituted pyrrolidine ring;
• if A and E are simultaneously NH, then B and D can not simultaneously be C;
• and
• if E is S, then B and D are C;
• and
• one and only one of R2, R4, R5, R7, and R8 is N+-alkyl (C1-C6)3.