New N-Substituted (±)-Dehydronorglaucine Analogs

Violeta Benedetti-Doctorovich School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Ga, 30332-0400, USA

Fu-Yung Huang School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Ga, 30332-0400, USA

John Lambropoulos School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Ga, 30332-0400, USA

Edward M. Burgess School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Ga, 30332-0400, USA

Leon H. Zalkow School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Ga, 30332-0400, USA

Abstract

The aporphine alkaloid N-carbethoxydehydronorglaucine (1) was found to have promising in vitro antitumor activity, but poor water solubility. We report the synthesis of 1, the efficient hydrolysis of its urethane group and the further transformation into several new dehydronorglaucine analogs.

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New N-Substituted (±)-Dehydronorglaucine Analogs

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New N-Substituted (±)-Dehydronorglaucine Analogs

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