Insights into the structure-activity relationship of the anticancer compound ZJ-101: A role played by the amide moiety

Bioorg Med Chem Lett. 2024 Jun 1:105:129741. doi: 10.1016/j.bmcl.2024.129741. Epub 2024 Apr 9.

Abstract

ZJ-101, a structurally simplified analog of marine natural product superstolide A, was previously designed and synthesized in our laboratory. In the present study four new analogs of ZJ-101 were designed and synthesized to investigate the structure-activity relationship of the acetamide moiety of the molecule. The biological evaluation showed that the amide moiety is important for the molecule's anticancer activity. Replacing the amide with other functional groups such as a sulfonamide group, a carbamate group, and a urea group resulted in the decrease in anticancer activity.

Keywords: Anticancer agent; SAR; Superstolide A; ZJ-101.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides* / chemical synthesis
  • Amides* / chemistry
  • Amides* / pharmacology
  • Antineoplastic Agents* / chemical synthesis
  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor*
  • Humans
  • Macrolides / chemical synthesis
  • Macrolides / chemistry
  • Macrolides / pharmacology
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Amides
  • Macrolides