Oleochemical-tethered SBA-15-type silicates with tunable nanoscopic order, carboxylic surface, and hydrophobic framework: cellular toxicity, hemolysis, and antibacterial activity

Chemistry. 2014 Jul 28;20(31):9596-606. doi: 10.1002/chem.201402583. Epub 2014 Jun 24.

Abstract

Novel silicates were prepared by using silylated natural fatty acids (derived from triglyceride renewable oils) as co-condensing reagents in presence of tetraethyl orthosilicate (TEOS) and the triblock copolymer, pluronic P123, as a structure directing agent. A series of carboxylic acid functionalized SBA-15-type mesoporous silicates were obtained with tunable nanoscopic order and reactive functional groups that allow the conjugation of amino probes by peptide coupling. Photophysical studies of the covalently linked aminopyrene substantiated that the internal framework of these materials have pronounced hydrophobicity. Moreover, phase separation that can emanate from the bulkiness of the starting fatty silanes has been ruled out owing to the absence of excimers after aminopyrene grafting. The hemotoxicity, cytotoxicity, and antimicrobial activity of these novel silicates were then evaluated. Without discrimination, the functionalized silicates show a significant decrease of red blood cell hemolysis as compared to bare SBA-15-silica material. Within the modified silicate series, germanium-free mesoporous silicates induce only a slight decrease in cell viability and, more interestingly, they exhibit negligible hemolytic effect. Moreover, increasing their concentration in the medium reduces the concentration of released hemoglobin as a result of Hb adsorption. Promising antimicrobial properties were also observed for these silicates with a slight dependency on whether phenylgermanium fragments were present within the silicate framework.

Keywords: antibacterial activity; cytotoxicity; hemolysis; hydrophobicity; mesoporous materials.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Cell Survival / drug effects
  • Cricetinae
  • Cricetulus
  • Fibroblasts / cytology
  • Fibroblasts / drug effects
  • Hemolysis / drug effects
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Microbial Sensitivity Tests
  • Poloxalene / chemistry*
  • Poloxalene / pharmacology
  • Silanes / chemistry*
  • Silanes / pharmacology
  • Silicon Dioxide / chemistry*
  • Silicon Dioxide / pharmacology*
  • Surface Properties

Substances

  • Anti-Bacterial Agents
  • SBA-15
  • Silanes
  • pluronic block copolymer P123
  • tetraethoxysilane
  • Silicon Dioxide
  • Poloxalene