Abstract
In order to study the structure-activity relationship of 7,8-dimethoxy-2-methyl-3-(4,5-methylen-edioxy-2-vinylphenyl)isoquinoline-1 (2H)-one (2), which has exhibited significant antitumor activity, chemical modifications of2 were performed to yield the corresponding products (3–7). Further systematic uses of an efficient procedure for the synthesis of 3-arylisoquinoline derivatives produced the substituted compounds (9a−9g), which were tested forin vitro antitumor activity against five different human cancer cell lines.
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References Cited
Behrens, Carl H., Preparation of 1(2H)-isoquinolones and 1-isoquinolineamines as neoplasm inhibitors, US 4,942,163 (1990).
Cho, W.-J., Yoo, S.-J., Chung, B.-H., Cheon, S. H., Whang, S.-H., Kim, S.-K., Kang, B.-H., and Lee, C.-O., Synthesis of Benzo[c]phenanthridine Derivatives and their In Vitro Antitumor Activities.Arch. Pharm. Res., 19, 321–325 (1996).
Hanaoka, M., Cho, W.-J., Yoshida, S., and Mukai, C., Biomimetic Introduction of an Oxy Functionality at the C 10 Position in the Benzo[c]phenanthridine Skeleton: Synthesis of 2,3,7,8,10-pentaoxygenated Benzo[c]phenanthridine Alkaloids, Chelilutine and Sanguilutine,Chem. Pharm. Bull., 39, 1163–1166 (1991).
Janin, Y. L., Croisy, A., Riou, J.-F., and Bisagni, E., Synthesis and Evaluation of New 6-Amino-substituted Benzo[c]phenanthridine Derivatives,J. Med. Chem., 36, 3686–3692 (1993).
Poindexter, Graham S, Convenient Preparation of 3-Substituted 1(2H)-Isoquinolinones.J. Org. Chem., 47, 3787–3788 (1982).
Rubinstein, L. V., Shoemaker, R. H., Paull, K. D., Simon, R. M., Tosini, S., Skehan, P., Scudiero, D. A., Monks, A., and Boyd, M. R., Comparison ofIn Vitro Anticancer-Drug-Screening Data Generated With a Tetrazolium Assay Versus a Protein Assay Against a Diverse Panel of Human Tumor Cell Lines,J. Natl. Cancer Inst., 82, 1113 (1990).
Skehan, P., Storeng, R., Scudiero, D., Monks, A., McMahon, J. B., Vistica, D. T., Warren, J. T., Bokesch, H., Kenney, S., and Boyd, M. R., New Colorimetric Cytotoxicity Assay for Anticancer-Drug Screening.J. Natl. Cancer Inst., 82, 1107 (1990).
Thornber, C. W.,Chem. Soc. Res., 8, 563 (1979).
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Cho, WJ., Yoo, SJ., Park, MJ. et al. Synthesis and antitumor activity of 3-arylisoquinoline derivatives. Arch. Pharm. Res. 20, 264–268 (1997). https://doi.org/10.1007/BF02976155
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DOI: https://doi.org/10.1007/BF02976155