Synthesis and cytotoxic activity of 1-(1-benzoylindoline-5-sulfonyl)-4-phenylimidazolidinones

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• 作者：Sang-Hun Jung (1)
  Hui-Soon Lee (1)
  Nam-Soo Kim (1)
  Hwan-Mook Kim (3)
  Moonsun Lee (4)
  Dong-Rack Choi (4)
  Jung-Ah Lee (4)
  Yong-Ho Chung (4)
  Eun-Yi Moon (4)
  Hyun-Sook Hwang (4)
  Seung-Kyoo Seong (4)
  Dug-Keun Lee (4)
  
• 关键词：1 ; (1 ; Benzoylindoline ; 5 ; sulfonyl) ; 4 ; phenyl ; 4 ; 5 ; dihydroimidazolones ; Cytotoxicity ; Substituent鈥檚 effect
• 刊名：Archives of Pharmacal Research
• 出版年：2004
• 出版时间：May 2004
• 年：2004
• 卷：27
• 期：5
• 页码：478-484
• 全文大小：592KB
• 参考文献：1. Everitt, E. and Wohlfart, C., Spectrometric quantitation of anchorage-dependent cell numbers extraction of naphthol blue-black-stained cellular protein. / Anal. Biochem., 162, 122鈥?29 (1987). CrossRef
  2. Jung, 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鈥?80 (1996).
  3. 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. Lett., 6, 2553鈥?558 (1996). CrossRef
  4. 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鈥?87 (1997). CrossRef
  5. 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. Lett., 8, 2553鈥?558 (1998).
  6. Jung, S.-H., Park, K.-L, Lee, H.-S., and Whang, J.-S., Evaluation of the role of imidazolidinone motif of antineoplastic 4-phenyl-1-arylsulfonylimidazolidinones using 4-phenyl-2-arylsulfonyloxazolines. / Arch. Pharm. Res., 24, 499鈥?02 (2001). CrossRef
  7. Kim, l.-W. and Jung, S.-H., Recognition of the importance of imidazolidinone motif for cytotoxicity of 4-phenyl-1-arylsulfonylimidazolidinones using thiadiazolidine-1,1-dioxide analogs. / Arch. Pharm. Res., 25, 421鈥?27 (2002). CrossRef
  8. Kim, l.-W., Lee, C.-K., Kim, H.-S., and Jung, S.-H., Importance of sulfonylimidazolidinone motif of 4-phenyl-1-arylsulfonylimidazolidinones for their cytotoxicity: Synthesis of 2-benzoy-4-phenyl[1,2,5]thiazolidine-1, 1-dioxides and their cytotoxicity. / Arch. Pharm. Res., 26, 9鈥?4 (2003). CrossRef
  9. 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鈥?84 (2000). CrossRef
  10. Moon, E.-Y., Seong, S.-K., Jung, S.-H., Lee, M., Lee, D.-K., Rhee, D.-K., Pyo, S., and Yoon, S.-J., Antitumor Activity of 4-Phenyl-1-arylsulfonylimidazolidinone, DW2143. / Cancer Letters, 140, 177鈥?87 (1999). CrossRef
  11. Perrin, D. D., Armarego, W. L. F., and Perrin, D. R., / Purification of laboratory chemicals, 2nd edition. Pergamon Press, Oxford, England, (1982).
  12. Scudiero, D. A., Shoemaker, R. H., Paull, K. D., Monk, A., Tierney, S., Nofziger, T. M., Seniff, D., and Boyd, M. R., Evaluation of a soluble tetrazoliun/formazan assay for cell growth: a sensitivity in culture using human and other tumor cell line. / Cancer Res., 48, 4827鈥?833 (1988).
  
• 作者单位：Sang-Hun Jung (1)
  Hui-Soon Lee (1)
  Nam-Soo Kim (1)
  Hwan-Mook Kim (3)
  Moonsun Lee (4)
  Dong-Rack Choi (4)
  Jung-Ah Lee (4)
  Yong-Ho Chung (4)
  Eun-Yi Moon (4)
  Hyun-Sook Hwang (4)
  Seung-Kyoo Seong (4)
  Dug-Keun Lee (4)
  
  1. College of Pharmacy, Chungnam National University, 305-764, Taejon, Korea
  3. Korea Research Institute of Bioscience and Biotechnology, 305-600, Daejeon, Korea
  4. Research Laboratories, Dong-Wha Pharm. Ind. Co. Ltd., 430-010, Anyang, Kyunggido, Korea
  
• ISSN：1976-3786

文摘

The novel 1-(1-benzoylindoline-5-sulfonyl)-4-phenyl-4,5-dihydroimidazolones2 shows highly potent and broad cytotoxicities. Their cytotoxicities against human lung carcinoma A549, human chronic myelogenous leukemia K562, and human ovarian adenocarcinoma SK-OV-3 are compatible with doxorubicin. Compound2p (1-[(4-aminobenzoyl)indoline-5-sulfonyl])-4-phenyl-4, 5-dihydroimidazolone) exhibits a cytotoxicity that is far more potent than doxorubicin and also exhibits highly effective antitumour activities against murine (3LL, Colon 26) and human xenograft (NCI-H23, SW620) tumor models.