Synthesis, cytotoxicity, and antiplasmodial and antitrypanosomal activity of new neocryptolepine derivatives

…, MC De Pauw-Gillet, H van den Heuvel…

Index: Jonckers, Tim H. M.; Van Miert, Sabine; Cimanga, Kanyanga; Bailly, Christian; Colson, Pierre; De Pauw-Gillet, Marie-Claire; Van den Heuvel, Hilde; Claeys, Magda; Lemiere, Filip; Esmans, Eddy L.; Rozenski, Jef; Quirijnen, Ludo; Maes, Louis; Dommisse, Roger; Lemiere, Guy L. F.; Vlietinck, Arnold; Pieters, Luc Journal of Medicinal Chemistry, 2002 , vol. 45, # 16 p. 3497 - 3508

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Citation Number: 122

Abstract

On the basis of the original lead neocryptolepine or 5-methyl-5 H-indolo [2, 3-b] quinoline, an alkaloid from Cryptolepis sanguinolenta, derivatives were prepared using a biradical cyclization methodology. Starting from easily accessible educts, this approach allowed the synthesis of hitherto unknown compounds with a varied substitution pattern. As a result of steric hindrance, preferential formation of the 3-substituted isomers over the 1-substituted ...