4-Desoxy-4β-[(5-methoxy-1H-indol-3-yl)oxalylamino]podophyllotoxin methanol solvate

Abstract

The main molecule of the title solvate, C33H30N2O10·CH3OH, is a new antitumor agent, which shows cytotoxicity against MDR cancer cell lines. It has been synthesized by coupling 4β-aminopodophyllotoxin with (5-methoxy-1H-indol-3-yl)glyoxyl chloride and structurally characterized. There are two crystallographically independent molecules in the asymmetric unit, which differ in the dihedral angles between the aromatic rings. The dihedral angles between the benzene ring of the benzo[d][1,3]dioxole and the benzene ring of the 5-methoxy-1H-indole are 85.08 (3) and 76.88 (3)° and reflect the main conformational difference between the two independent molecules. The asymmetric unit is completed with two methanol solvent molecules, one of which is disordered over two positions, with occupancies close to 0.5.