Synthesis, antitumor evaluation and computational study of thiazolidinone derivatives of dehydroabietic acid-based B ring-fused-thiazole

Mol Divers. 2024 Apr;28(2):875-888. doi: 10.1007/s11030-023-10626-6. Epub 2023 Mar 2.

Abstract

In an attempt to search for new natural product-based antitumor agents, a series of novel thiazolidinone derivatives of dehydroabietic acid-based B ring-fused-thiazole were designed and synthesized. The primary antitumor tests showed that compounds 5 m exhibited almost the best inhibitory activity against the tested cancer cells. The computational study suggested NOTCH1, IGF1R, TLR4, and KDR were the core targets of the title compounds, and the IC50 of SCC9 and Cal27 is strong correlation with the binding ability of TLR4 and compounds.

Keywords: Activity; Antitumor; Dehydroabietic acid; Synthesis; Thiazole.

MeSH terms

  • Abietanes* / chemical synthesis
  • Abietanes* / chemistry
  • Abietanes* / pharmacology
  • Antineoplastic Agents* / chemical synthesis
  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Docking Simulation*
  • Structure-Activity Relationship
  • Thiazoles / chemical synthesis
  • Thiazoles / chemistry
  • Thiazoles / pharmacology
  • Thiazolidines / chemical synthesis
  • Thiazolidines / chemistry
  • Thiazolidines / pharmacology

Substances

  • Abietanes
  • dehydroabietic acid
  • Antineoplastic Agents
  • Thiazolidines
  • Thiazoles