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Molecules 2001, 6(4), 300-322; doi:10.3390/60400300
Article

Synthesis and Electrophilic Substitution of Pyrido[2,3,4-kl]-acridines

1, 1, 2 and 1,*
1 School of Chemistry, Tel Aviv University, Ramat Aviv 69978, Israel 2 PharmaMar, Tres- Cantos, Madrid, Spain
* Author to whom correspondence should be addressed.
Received: 28 February 2001 / Revised: 7 March 2001 / Accepted: 7 March 2001 / Published: 31 March 2001
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Abstract

Several new pyrido[2,3,4-kl]acridines were synthesized by reacting naphthoquinone, juglone or cyclohexan-1,3-dione with β,β’-diaminoketones in a biomimetic reaction. The structure of all new compounds was elucidated by NMR and MS spectroscopy. Electrophilic substitution, mainly nitration, of the various compounds was undertaken and the substitution positions determined. A series of derivatives was prepared and their cytotoxicity towards P-388 mouse lymphoma cells analysed. The most cytotoxic derivatives were found to have IC50’s of 0.05 and 0.1 ug/ml.
Keywords: Pyrido[2; 3; 4-kl]acridines; Biomimetic synthesis; NMR; Electrophilic nitration; Cytotoxicity Pyrido[2; 3; 4-kl]acridines; Biomimetic synthesis; NMR; Electrophilic nitration; Cytotoxicity
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Koller, A.; Rudi, A.; Gravalos, M.G.; Kashman, Y. Synthesis and Electrophilic Substitution of Pyrido[2,3,4-kl]-acridines. Molecules 2001, 6, 300-322.

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