Design, Synthesis, and Evaluation of Duocarmycin O-Amino Phenol Prodrugs Subject to Tunable Reductive Activation

JP Lajiness, WM Robertson, I Dunwiddie… - Journal of medicinal …, 2010 - ACS Publications
A series of N-acyl O-amino derivatives of seco-CBI-indole2 are reported and examined as
prototypical members of a unique class of reductively activated (cleaved) prodrugs of the …

Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1, 2, 8, 8a-tetrahydrocyclopropa [c] oxazolo [2, 3-e] indol-4-one-6-carboxylate (COI) …

KE Boyle, KS MacMillan, DA Ellis, JP Lajiness… - Bioorganic & medicinal …, 2010 - Elsevier
The design, synthesis and evaluation of methyl 1, 2, 8, 8a-tetrahydrocyclopropa [c] oxazolo
[2, 3-e] indol-4-one-6-carboxylate (COI) derivatives are detailed representing analogs of …

Synthesis and Characterization of a Cyclobutane Duocarmycin Derivative Incorporating the 1,2,10,11-Tetrahydro-9H-cyclobuta[c]benzo[e]indol-4-one (CbBI) …

JP Lajiness, DL Boger - Journal of the American Chemical Society, 2010 - ACS Publications
The synthesis of 1, 2, 10, 11-tetrahydro-9 H-cyclobuta [c] benzo [e] indol-4-one (17, CbBI),
which contains a deep-seated fundamental structural modification in the CC-1065 and …