Archives of Pharmacal Research

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Synthesis and Evaluation of Cytotoxicity of Novel Arylsulfonylimidazolidinones Containing Sulfonylurea Pharmacophore

  • Published : 1996.12.01
Download PDF
⟨ Previous Next ⟩

Abstract

Design and synthesis of novel 4-phenyl-1-arylsulfonylimidazolones 3 and 4-phenyl-3-arylsulfonylimidazolones 4 and evaluation of their cytotoxic activity against eleven human cancer cell lines and two murine leukemia cell lines in vitro were performed. As a result, a series of 4-phenyl-1(N)-arylsulfonylimidazolones (3) has been found to be the potential anticancer agent. Compounds 3b, 3c, and 3d exhibit strong activity as indicated by their $IC_{50}$ values 0.39, 3.19, $0.31{\mu}g/mL$ against A549 and 0.80, 0.48, $0.0007{\mu}g/mL$against SK-Mel-2, respectively. These compounds also possess much more potent activity (10-1000 times) than LY186641 against eleven other cell lines.

Keywords

References

  1. Anal. Biochem. v.162 no.1 Spectrophotometric quantitation of anchorage-dependant cell numbers extraction of naphthol blue-black-stained celluar protein Everitt,E.;Wohlfart,C.
  2. Cancer Res. v.49 Phase I clinical study of N-[(4-chlorophenylamino)]carbonyl-2,3-dihydro-1H-indene-5-sulfonamide(LY186641) Hainsworth,J.D.;Handle,K.R.;Satterlee,W.G.;Kuttesch,J.;Johnson,D.H.;Grindey,G.B.;Jackson,L.E.;Greco,F.A.
  3. Drugs Future. v.16 Sulofenur Howbert,J.J.
  4. Proc. Am. Assoc. Cancer Res. v.28 Further development of diarylsulfonylureas as novel anticancer drugs Grindey,G.B.;Boder,G.B.;Grossman,C.S.;Howbert,J.J.;Poore,G.A.;Shaw,W.H.;Todd,G.C.;Worzalla,J.F.
  5. Proc. Am. Assoc. Cancer Res. v.29 Identification of diarysulfonylureas as novel anticancer drugs Grindey,G.B.
  6. Cancer Cells v.2 Current status of cancer drug development : Failure of limited success Grindey,G.B.
  7. Cancer Chemother. Pharmacol. v.25 Evaluation of N-(5-indanylsulfonyl)-N'-(-chlorophenyl)urea against xenografts of Pediatric Rhabdomyosarcoma Houghton,P.J.;Hougton,J.A.;Myers,L.;Cheshire,P.;Howbert,J.J.;Grindey.G.B.
  8. Cancer Res. v.50 N-(5-indanylsulfonyl)-N'-(4-chlorophenyl)urea, A novel agent equally cytotoxic to nonproliferating human colon adenosarcoma cells Houghton,P.J.;Bailey,F.C.;Germain,G.S.;Grindey,G.B.;Witt,B.C.;Houghton,J.A.
  9. Cancer Res. v.50 Evidence for mitochondrial localization of N-(4-Methylphenylsulfonyl)-N'-(4-chlorophenyl)urea in human colon adenosarcoma cells Houghton,P.J.;Bailey,F.C.;Houghton,J.A.;Murti,K.G.;Howbert,J.J.;Grindey,G.B.
  10. Bioorg. Med. Chem. Lett. v.6 Synthesis and evaluation of cytotoxic activity of novel arylsulfonylimidazolidinones Jung,S.H.;Song,J.S.;Lee,H.S.;Choi,S.U.;Lee.C.O.
  11. J. Amer. Chem. Soc. v.107 Stereoselective synthesis of vicinal diamines from alkenes and cyanamide Jung,S.H;Kohn,H.
  12. Anti-cancer Drugs v.3 A phase II study of solufenur(LY186641) in gastric cancer Kamthan,A.;Scarffe,J.H.;Walling,J.;Hatty,S.;Peters,B.;Coleman,R.;Smyth,J.F.
  13. Bull. Korean Chem. Soc. v.11 Conformational studies of sulfonylurea Herbicide : Bensulfuron methyl and Metsulfuron methyl Kang,Y.K.;Kim,D.W.
  14. Proc. Am. Assoc. Cancer Res. v.32 Phase II study of sulofenur(LY186641). A novel antineoplastic agent in advanced non-small lung cancer Munshi,N.C.;Seitz,D.E.;Fosella,F.;Lippman,S.N.;Einhorn,L.H.
  15. Purification of laboratory chemicals(2nd ed.) Perrin,D.D.;Armarego,W.L.F.;Perrin,D.R.
  16. Oncol. Res. v.5 Evaluation of new anticancer agents against the MIA Paca-2 and PANC-1 human pancreatic carcinoma xenografts Schulz,R.M.;Merriman,R.L.;Toth,J.E.;Zimmermann,J.E.;Hertel,L.W.;Andis,S.L.;Dudley,D.E.;Rutherford,P.G.;Tanzer,L.R.;Grindey,G.B.
  17. Cancer Res. v.48 Evaluation of a soluble tetrazoliun/formazan assay for cell growth : a sensitivity in culture using human and other tumor cell line Scudiero,D.A.;Shoemaker,R.H.;Paull,K.D.;Monks,A.;Tierney,S.;Nofziger,T.M.;Seniff,D.;Boyd,M.R.
  18. J. Natl. Cancer Inst. v.82 New Colorimetric cytotoxicity assay for anticancer drug screening Skehon,P.;Storeng,R.;Scudiero,D.A.;Monks,A.;McMahon,J.;Vista,D.T.;Warren,J.T.;Kenny,S.;Boyd,M.R.
  19. J. Cancer Chemother. Pharmacol. v.31 Phase II trial of the novel sulphonylurea sulofenur in advanced breast cancer Talbot,D.C.;Smith,I,E.;Nicolson,M.C.;Powles,T.J.;Button,D.;Walling,J.
  20. J. Clin. Oncol. v.7 Clinical pharmacology of a novel diarylsulfonylurea anticancer agent Taylor,C.W.;Alberts,D.S.;Ketcham,M.A.;Satterlee,W.G.;Holdsworth,M.T.;Plazia,P.M.;Peng,Y.M.;Mccloskey,T.M.;Roe,D.J.;Hamilton,M.;Salmaon,S.E.