A potential CARB-pharmacophore for antineoplastic activity: part 1

Bioorg Med Chem Lett. 2014 Apr 1;24(7):1752-7. doi: 10.1016/j.bmcl.2014.02.036. Epub 2014 Feb 23.

Abstract

Diverse functionalized representatives of various classes of sugars, such as thio-, anhydro-, and sulfamido-sugars and myo-inositol oxide, were synthesized and assessed for cytotoxicity against human cancer cell lines (A549, LoVo, MCF-7 and HeLa). The inositol oxide (4) was more active against MCF-7 cells (i.e., an estrogen-dependent breast cancer line), whereas all 3 sulfur-containing compounds 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: 2-C-Methylene-myo-inositol oxide; Anhydro-sugars; CARB-Pharmacophore; Cancer cell lines; Thio-sugars.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Carbohydrate Conformation
  • Carbohydrates / chemical synthesis
  • Carbohydrates / chemistry
  • Carbohydrates / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • K562 Cells
  • MCF-7 Cells
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Carbohydrates