Synthesis and antitumor activity of model cyclopentene-[ g]annelated isoindigos

Abstract

A set of cyclopenten-[g]annelated isoindigos (5a-g) has been prepared and tested for their in vitro antiproliferative activities against MCF-7 and HL60 cells. Among, the N-1-methyl-5'-nitro derivative (5g) displayed the highest activity against HL60 cells (IC₅₀ = 67 nM) and acted as the most potent Flt3 inhibitor. Compounds 5d-g exhibited moderate activity against MCF-7 (IC₅₀ = 50-80 μM).

Keywords: 4-aminoindane; 5-(substituted)oxindoles; antileukemic activity; cyclopenta[g]indole-2,3-dione; cyclopentene-annelated isoindigos.