Bioorganic & medicinal chemistry

Synthesis of imidazo [1, 5, 4-de] quinoxalin-9-ones, benzimidazole analogues of pyrroloiminoquinone marine natural products

DV LaBarbera, EB Skibo

Index: LaBarbera, Daniel V.; Skibo, Edward B. Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 2 p. 387 - 395

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Citation Number: 60

Abstract

The imidazoquinoxalinones 1 and 2 are benzimidazole analogues of indole-based marine natural products called makaluvamins. The stabilized cation 1 and the zwitterion 2 were prepared in∼ 9 steps from readily available starting materials. Compound 1 is more cytostatic and cytotoxic than 2 and also shows activity in the hollow fiber assay. Unlike the indole-based natural products, 1 and 2 are not potent topoisomerase II inhibitors. Their ...