Relationship Between the Structure of Alkylpsoralens and Their Antiproliferative Activity in HL60 Cells

Anticancer Res. 2022 Apr;42(4):1777-1783. doi: 10.21873/anticanres.15654.

Abstract

Background/aim: As part of our continuing investigation in coumarin derivatives as potential anticancer substances, a series of alkylpsoralens were synthesized, and their antiproliferative activity was evaluated in leukemic HL60 cells.

Materials and methods: Alkylpsoralens were systematically synthesized from the combination of several chloroketones and 7-hydroxycoumarin derivatives.

Results: Among the compounds synthesized, 4,4',8-trimethylpsoralen demonstrated the most potent activity (IC50=6.6 μM).

Conclusion: The correlation between the alkylation pattern and antiproliferative activity showed the importance of the C4-methyl and C8-methyl moieties in the psoralen nucleus as well as the importance of lipophilicity for their antiproliferative activity.

Keywords: HL60 cells; Linear furocoumarin; antiproliferative activity; psoralen; structure and activity relationship.

MeSH terms

  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Coumarins / chemistry
  • HL-60 Cells
  • Humans

Substances

  • Antineoplastic Agents
  • Coumarins