Synthesis and anticancer activity of open-resorcinarene conjugates

Bioorg Med Chem Lett. 2020 Jul 15;30(14):127275. doi: 10.1016/j.bmcl.2020.127275. Epub 2020 May 18.

Abstract

The first example of conjugation of open-resorcinarenes with chlorambucil, ibuprofen, naproxen and indomethacin are presented. The cytotoxic properties of the obtained conjugates were tested against the cancer cell lines U-251, PC-3, K-562, HCT-15, MCF-7 and SKLU-1. It was found that the conjugate with chlorambucil, naproxen or indomethacin (having 8 moieties) was toxic towards cancer cell lines U-251 and K-562, with no activity against non-cancerous COS-7 cells. The conjugates with naproxen and indomethacin showed high selectivity towards U-251 tumor cells.

Keywords: Anticancer activity; Chlorambucil; Dendrimers; Nonsteroidal anti-inflammatory drugs; Open-resorcinarene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • COS Cells
  • Calixarenes / chemical synthesis
  • Calixarenes / chemistry
  • Calixarenes / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Chlorocebus aethiops
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Structure
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemical synthesis
  • Phenylalanine / chemistry
  • Phenylalanine / pharmacology
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • resorcinarene
  • Calixarenes
  • Phenylalanine