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Synthesis and Cytotoxic Activity of Carboxamide Derivatives of Benzo[b][1,6]naphthyridines


Deady, LW and Rodemann, T and Zhuang, L and Baguley, BC and Denny, WA, Synthesis and Cytotoxic Activity of Carboxamide Derivatives of Benzo[b][1,6]naphthyridines, Journal of Medicinal Chemistry, 46, (6) pp. 1049-1054. ISSN 0022-2623 (2003) [Refereed Article]

DOI: doi:10.1021/jm020420u


The reaction of 4-dimethylaminomethylene-6-methyl-4H-pyrano[4,3-b]quinoline-1,3-dione (I) with a range of primary amines gave rise to a series of 2-substituted 6-methyl-1-oxo-1,2-dihydrobenzo[b][1,6]naphthyridine-4-carboxylic acids, e.g., II. The derived 4-N-[2-(dimethylamino)ethyl]carboxamides, e.g., III, were tested for growth inhibitory properties against murine P388 leukemia, Lewis lung carcinoma (LLTC), and human Jurkat leukemia cell lines. Most compds. were potent cytotoxins, with some having IC50 values less than 10 nM. Five were tested in vivo against s.c. colon 38 tumors in mice, and a single dose (3.9 mg/kg) proved to be curative for the 2-Me and 2-(3,4-dimethoxyphenyl) derivs. in this refractory model.

Item Details

Item Type:Refereed Article
Research Division:Chemical Sciences
Research Group:Medicinal and biomolecular chemistry
Research Field:Medicinal and biomolecular chemistry not elsewhere classified
Objective Division:Health
Objective Group:Clinical health
Objective Field:Clinical health not elsewhere classified
UTAS Author:Rodemann, T (Dr Thomas Rodemann)
ID Code:80381
Year Published:2003
Web of Science® Times Cited:49
Deposited By:Central Science Laboratory
Deposited On:2012-10-30
Last Modified:2012-10-30

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