Abstract
To evaluate the role of imidazolidinone moiety of potential anticancer 4-phenyl-1 -arylsulfonylimidazolidinones1 for their cytotoxicity, conformationally similar 4-phenyl-2-arylsulfonylaminooxazolines2 were synthesized and compared their cytotoxicities with those of the corresponding1. Compounds2 showed much reduced activity compared to N-arylsulfonylimidazolidinones1. This result might indicate that the imidazolidinone ring of1 have the other roles for the activity as an essential structural motif in addition to conformational contribution.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Everitt, E., Wohlfart, C., Spectrometric quantitation of anchorage-dependent cell numbers extraction of naphthol blue-black-stained cellular protein.Anal. Biochem., 162, 122–129 (1987).
Hypercube, HyperChem version 5.0, Hypercube, Inc. (1996).
Jupg, S. -H., Song, J. -S., Lee, H. -S., Choi, S. -U., and Lee, C. -O., Synthesis and evaluation of cytotoxicity of novel arylsulfonylimidazolidinones containing sulfonylurea pharmacophore.Arch. Pharm. Res.,19, 570–580 (1996).
Jung, S. H. and Kohn, H., Stereoselective synthesis of vicinal diamines from alkenes and cyanamide.J. Amer. Chem. Soc. 107, 2931–2943 (1985).
Jung, S. -H., Song, J. -S., Lee, H. -S., Choi, S. -U., and Lee, C. -O., Synthesis and evaluation of cytotoxic activity of novel arylsulfonylimidazolidinones.Bioorg. & Med. Chem. Letters,6, 2553–2558 (1996).
Jung, S. -H. and Kwak, S. -J., Planar structural requirement at 4-position of 1-arylsulfonyl-4-phenyl-4,5-dihydro-2-imidazolones for their cytotoxicity.Arch. Pharm. Res., 20, 283–287 (1997).
Jung, S. -H., Lee, H. -S., Song, J. -S., Kim, H. -M., Han, S. -B., Lee, C.-W., Lee, M., Choi, D. -R., Lee, J. -A., Chung, Y. -H., Yoon, S. -J., Moon, E.-Y., Hwang, H.- S., Seong, S. -K., and Lee, D. -K., Synthesis and antitumor activity of 4-phenyl-1-arylsulfonylimidazolidinones.Bioorg. & Med. Chem. Letters, 8, 2553–2558 (1997).
Lee, H. -S., Park, K. -L., Choi, S. -U., Lee, C. -O., and Jung, S. -H., Effect of substituents on benzenesulfonyl motif of 4-Phenyl-1-arylsulfonylimidazolidinones for their cytotoxicity.Arch. Pharm. Res., 23, 579–584 (2000).
Park, K. -L., Moon, B. -C., Jung, S. -H., Kim, J. -G., and Suh, I. -W., Tautomeric evidence in an arylsulfonylimidazolone hydrochloride.Acta Cryst., C56, 1247–1250 (2000).
Skehan, P., Storeng, R., Scudiero, D. A., Monks, A., MacMahon, J., Vista, D. T., Kenny, S., and Boyd, M. R. New colorimetric cytotoxicity assay for anticancer drug screening.J. Natl. Cancer Inst., 82, 1107–1112 (1990).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Jung, SH., Park, KL., Lee, HS. et al. Evaluation of the role of imidazolidinone motif of antineoplas-tic 4-phenyl-1-arylsulfonylimidazolidinones using 4-phenyl-2-aryl-sulfonyloxazolines. Arch Pharm Res 24, 499–502 (2001). https://doi.org/10.1007/BF02975152
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02975152