Synthesis and Cytotoxic Activity of 7-Oxo-7H-dibenz[f,ij]isoquinoline and 7-Oxo-7H-benzo[e]perimidine Derivatives
Publication type: Journal Article
Publication date: 2001-05-05
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
11384245
Drug Discovery
Molecular Medicine
Abstract
A series of 7-oxo-7H-dibenz[f,ij]isoquinoline and 7-oxo-7H-benzo[e]perimidines bearing cationic side chains were prepared from aminoanthraquinones. The perimidines were prepared from 1-aminoanthraquinone by initial condensation with urea or dimethylacetamide. A series of 2-, 4-, 8-, and 11-carboxy derivatives of the dibenzisoquinolines were prepared from aminoanthraquinonecarboxylic acids. The cationic derivatives were prepared from these via amide, amine, or methylene linkers to study the effects of side chain positioning on biological activity. Within the series of carboxamide-linked compounds, the order of increasing cytotoxicity was 8- < 4- < 2- < 11-. The 2- and 4-carboxamides showed substantial growth delays against in vivo subcutaneous colon 38 tumors in mice, but the 11-carboxamide had curative activity in this refractory model and is being investigated further.
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Bu X. et al. Synthesis and Cytotoxic Activity of 7-Oxo-7H-dibenz[f,ij]isoquinoline and 7-Oxo-7H-benzo[e]perimidine Derivatives // Journal of Medicinal Chemistry. 2001. Vol. 44. No. 12. pp. 2004-2014.
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Bu X., Deady L. W., Finlay G. J., Baguley B., Denny W. A. Synthesis and Cytotoxic Activity of 7-Oxo-7H-dibenz[f,ij]isoquinoline and 7-Oxo-7H-benzo[e]perimidine Derivatives // Journal of Medicinal Chemistry. 2001. Vol. 44. No. 12. pp. 2004-2014.
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RIS
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TY - JOUR
DO - 10.1021/jm010041l
UR - https://doi.org/10.1021/jm010041l
TI - Synthesis and Cytotoxic Activity of 7-Oxo-7H-dibenz[f,ij]isoquinoline and 7-Oxo-7H-benzo[e]perimidine Derivatives
T2 - Journal of Medicinal Chemistry
AU - Bu, Xianyong
AU - Deady, Leslie W
AU - Finlay, Graeme J.
AU - Baguley, Bruce C.
AU - Denny, William A.
PY - 2001
DA - 2001/05/05
PB - American Chemical Society (ACS)
SP - 2004-2014
IS - 12
VL - 44
PMID - 11384245
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
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@article{2001_Bu,
author = {Xianyong Bu and Leslie W Deady and Graeme J. Finlay and Bruce C. Baguley and William A. Denny},
title = {Synthesis and Cytotoxic Activity of 7-Oxo-7H-dibenz[f,ij]isoquinoline and 7-Oxo-7H-benzo[e]perimidine Derivatives},
journal = {Journal of Medicinal Chemistry},
year = {2001},
volume = {44},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/jm010041l},
number = {12},
pages = {2004--2014},
doi = {10.1021/jm010041l}
}
Cite this
MLA
Copy
Bu, Xianyong, et al. “Synthesis and Cytotoxic Activity of 7-Oxo-7H-dibenz[f,ij]isoquinoline and 7-Oxo-7H-benzo[e]perimidine Derivatives.” Journal of Medicinal Chemistry, vol. 44, no. 12, May. 2001, pp. 2004-2014. https://doi.org/10.1021/jm010041l.