Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis and Cytotoxic Activity of 11-Nitro and 11-Amino Derivatives of Acronycine and 6-Demethoxyacronycine
Abdelhakim ELOMRISylvie MICHELMichel KOCHElisabeth SEGUINFrancois TILLEQUINAlain PIERREGhanem ATASSI
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1999 Volume 47 Issue 11 Pages 1604-1606

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Abstract

Condensation of 2-chloro-3-nitrobenzoic acid with either 5-amino-7-methoxy-2, 2-dimethyl-2H-chromene or 5-amino-2, 2-dimethyl-2H-chromene afforded diphenylamines 14 and 15. Trifluoroacetic anhydride mediated cyclization gave the corresponding acridones 16 and 17, which were subsequently N-methylated and reduced to 11-aminoacronycine and 11-amino-6-demethoxyacronycine.These two amino compounds, which gave stable water soluble salts, were 2- to 3-fold more potent than acronycine or 6-demethoxyacronycine in inhibiting L1210 cell proliferation.

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© The Pharmaceutical Society of Japan
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