Archives of Pharmacal Research

  • 제27권5호
  • /
  • Pages.478-484
  • /
  • 2004
  • /
  • 0253-6269(pISSN)
  • /
  • 1976-3786(eISSN)
대한약학회 (The Pharmaceutical Society of Korea)
권호 표지

Synthesis and Cytotoxic Activity of 1-(1-Benzoylindoline-5-sulfonyl)-4-phenylimidazolidinones

  • Sang-Hun Jung (College of Pharmacy, Chungnam National University) ;
  • Hui-Soon Lee (College of Pharmacy, Chungnam National University) ;
  • Nam-Soo Kim (College of Pharmacy, Chungnam National University) ;
  • Hwan-Mook Kim (Korea Research Institute of Bioscience and Biotechnolog) ;
  • Moonsun Lee (Research Laboratories, Dong-Wha Pharm, Ind. Co. Lt) ;
  • Dong-Rack Choi (Research Laboratories, Dong-Wha Pharm, Ind. Co. Lt) ;
  • Jung-Ah Lee (Research Laboratories, Dong-Wha Pharm, Ind. Co. Lt) ;
  • Yong-Ho Chung (Research Laboratories, Dong-Wha Pharm, Ind. Co. Lt) ;
  • Eun-Yi Moon (Research Laboratories, Dong-Wha Pharm, Ind. Co. Ltd)
  • 발행 : 2004.05.01
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

The novel 1-(1-benzoylindoline-5-sulfonyl)-4-phenyl-4,5-dihydroimidazolones 2 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. Compound 2p (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.

키워드

참고문헌

  1. Everitt, E. and Wohlfart, C., Spectrometric quantitation of anchorage-dependent cell numbers extraction of naphthol blue-black-stained cellular protein. Anal. Biochem., 162, 122-129 (1987) https://doi.org/10.1016/0003-2697(87)90016-9
  2. Jung, S.-H., Song, J.-S., Lee, H.-S., Choi, S.-U., and Lee, C.-O., Synthesis and evaluation of cytotoxicity of novel aryl-sulfonylimidazolidinones containing sulfonylurea pharma-cophore. Arch. Pharm. Res., 19, 570-580 (1996) https://doi.org/10.1007/BF02986031
  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, 2553-2558 (1996) https://doi.org/10.1016/0960-894X(96)00463-5
  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, 283-287 (1997) https://doi.org/10.1007/BF02976159
  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, 2553-2558 (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, 499 502 (2001) https://doi.org/10.1007/BF02975152
  7. Kim, I.-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, 421-427 (2002) https://doi.org/10.1007/BF02976594
  8. Kim, I.-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-benzoyl-4-phenyl[1,2,5]thiazolidine-1,1-dioxides and their cytotoxicity. Arch. Pharm. Res., 26, 9-14 (2003) https://doi.org/10.1007/BF03179923
  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, 579-584 (2000) https://doi.org/10.1007/BF02975244
  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, 177-187 (1999) https://doi.org/10.1016/S0304-3835(99)00070-1
  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, 4827-4833 (1988)