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A novel 5-oxa-6a,8-diazaindeno[2,1-b]phenanthren-7-one scaffold was designed and synthesized as an active analogue of the cytotoxic marine alkaloid Lamellarin D. The design was based on molecular modeling of the site of interaction of Lamellarin D with DNA–topoisomerase I cleavable complex, whereas the synthesis capitalized on a simple Friedel–Crafts cyclization of indole to a β-carbolinone nucleus...
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