Thio-sugar motif of functional CARB-pharmacophore for antineoplastic activity. Part 2

Bioorg Med Chem Lett. 2014 Dec 15;24(24):5606-5611. doi: 10.1016/j.bmcl.2014.10.095. Epub 2014 Nov 4.

Abstract

Diverse functionalized representatives of (1-4)-S-thiodisaccharides, 6-9 were synthesized and assessed for cytotoxicity and apoptosis against human cancer cell lines (A549, LoVo, MCF-7 and HeLa). The FCP 6 was more active against MCF-7 cells (i.e., an estrogen-dependent breast cancer line), whereas other (1-4)-S-thiodisaccharides showed strongest activity against A549 cells (i.e., a lung adenocarcinoma line). We propose to use a concept of functional 'CARB-pharmacophores' when evaluating a potential for the compounds' general antineoplastic activity. Future studies will determine the reasons for cell-type specificity of these compounds. The thio-sugar motif appears to be a promising lead for future developments.

Keywords: 1-4-S-thiodisaccharides; Cancer cell lines; Functional CARB-pharmacophore (FCP); Thio-sugars.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Crystallography, X-Ray
  • Disaccharides / chemistry
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • MCF-7 Cells
  • Molecular Conformation
  • Thiosugars / chemistry*
  • Thiosugars / pharmacology*

Substances

  • Antineoplastic Agents
  • Disaccharides
  • Thiosugars