Synthesis of flutamide-conjugates

Bioorg Med Chem Lett. 2020 Nov 1;30(21):127507. doi: 10.1016/j.bmcl.2020.127507. Epub 2020 Aug 28.

Abstract

In this paper, we designed and extended modification basing on the flutamide structure. A series of flutamide-conjugates were obtained with methyl bromoacetate and ethylenediamine. Through the synthesis of two conjugates with 3,5-bis(dodecyloxy)benzoate derivatives, these flutamide conjugates were tested for anticancer activity. Among the compounds tested, the flutamide-conjugates showed good inhibition activity against cancer cell lines U-251, PC-3 and K-562. The conjugates showed a better inhibitory effect than free flutamide and did not show activity against normal COS-7 monkey kidney fibroblast cells. It was also observed that the flutamide conjugates had an inhibitory effect against human colorectal adenocarcinoma HCT-15.

Keywords: Antiproliferative; Cancer; Flutamide conjugates; PC-3 inhibitors; Therapy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line
  • Cell Proliferation / drug effects
  • Chlorocebus aethiops
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Flutamide / chemical synthesis
  • Flutamide / chemistry
  • Flutamide / pharmacology*
  • Humans
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Flutamide