3,5-diacetyl-1,4-dihydropyridines: synthesis and MDR reversal in tumor cells

Anticancer Res. 2000 Jan-Feb;20(1A):373-7.

Abstract

Eleven 4-phenyl-3,5-diacetyl-1,4-dihydropyridines (AcDHPs) [G1-11] substituted at the phenyl ring were synthesized and compared for their cytotoxic activity and multidrug resistance (MDR)-reversing activity in in vitro assay systems. Among them, compound [G7] showed the highest cytotoxic activity against human promyelocytic leukemia HL-60 and human squamous cell carcinoma HSC-2 cells. However, no compounds tested produced radicals at pH 7.4-12.5. The activity of P-glycoprotein (Pgp) responsible for MDR in tumor cells was reduced by compounds [G2, 3, 6, 5, 8, 1, 11], verapamil [VP] and nifedipine [NP]. However, compounds [G4, 7, 10] were hardly active while G9 did not show a MDR reversing effect at 2.0-20.0 micrograms/mL. These data show a relationship between chemical structures and MDR-reversing effect on tumor cells.

Publication types

  • Comparative Study

MeSH terms

  • Antineoplastic Agents / pharmacology*
  • Calcium Channel Blockers / pharmacology
  • Carcinoma, Squamous Cell / pathology
  • Chemical Phenomena
  • Chemistry, Physical
  • Dihydropyridines / chemical synthesis
  • Dihydropyridines / chemistry
  • Dihydropyridines / pharmacology*
  • Drug Resistance, Multiple*
  • Drug Resistance, Neoplasm*
  • Drug Screening Assays, Antitumor
  • Fluorescent Dyes / metabolism
  • HL-60 Cells / drug effects
  • Humans
  • Molecular Structure
  • Rhodamine 123 / metabolism
  • Structure-Activity Relationship
  • Tumor Cells, Cultured / drug effects

Substances

  • Antineoplastic Agents
  • Calcium Channel Blockers
  • Dihydropyridines
  • Fluorescent Dyes
  • Rhodamine 123