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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
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

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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