Design, synthesis, and study of 9-Substituted ellipticine and 2-Methylellipticinium analogs as potential CNS-selective antitumor agents

WK Anderson, A Gopalsamy…

Index: Anderson, Wayne K.; Gopalsamy, Ariamala; Reddy, Peech S. Journal of Medicinal Chemistry, 1994 , vol. 37, # 13 p. 1955 - 1963

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Citation Number: 36

Abstract

N,N-Dimethylformamide (DMF) dineopentyl acetal-mediated O-alkylations of 9-hydroxyellipticine gave 9-ethoxy-, 9-(l-methylethoxy)-, and 9-(1,l-dimethylethoxy)ellipticine (3a, 4a, and Sa, respectively). Methylation of the O-alkylellipticines gave the corresponding N-methylpyridinium iodides (3b, 4b, and 5b). The iodides were converted to the acetates (3c, 4c, and 5c) by ion- exchange resin. Attempts to prepare 9-(2,2,2-trifluoroethoxy)ellipticine (6a) using the DMF acetal ...