Tetrahedron

Studies on quinones. Part 40: Synthesis and cytotoxicity evaluation of anthraquinone epoxides and isomerization products

…, JA Rodríguez, C Theoduloz, G Schmeda-Hirschmann

Index: Valderrama, Jaime A.; Espinoza, Omar; Gonzalez, M. Florencia; Tapia, Ricardo A.; Rodriguez, Jaime A.; Theoduloz, Cristina; Schmeda-Hirschmann, Guillermo Tetrahedron, 2006 , vol. 62, # 11 p. 2631 - 2638

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Citation Number: 13

Abstract

Aerobic oxidation of 1, 4, 4a, 10a-tetrahydro-1, 4-alkano-5, 10-anthraquinones and thiophene-analogues in dichloromethane–DBU yielded the corresponding dihydroalkanoquinones which, depending on their structures, react with in situ generated hydroperoxide anion to give quinone epoxides and/or hydroperoxides. The calcium hydroxide-induced rearrangement of quinone epoxides yielded furan-containing angular ...