Sulfaguanidine cocrystals: Synthesis, structural characterization and their antibacterial and hemolytic analysis

J Pharm Biomed Anal. 2018 Feb 5:149:351-357. doi: 10.1016/j.jpba.2017.11.028. Epub 2017 Nov 11.

Abstract

Sulfaguanidine (SG), belongs to the class of sulfonamide drug used as an effective antibiotic. In the present work, using crystal engineering approach two novel cocrystals of SG were synthesized (SG-TBA and SG-PT) with thiobarbutaric acid (TBA) and 1,10-phenanthroline (PT), characterized by solid state techniques viz., powder X-ray diffraction (PXRD), fourier transform infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC) and the crystal structures were determined by single crystal X-ray diffraction studies. A comparative antibacterial activity and hemolytic potential was done on SG drug, coformers and their cocrystals. The tested cocrystals formulations showed almost two fold higher antibacterial activity against the tested strains of bacteria Gram-positive bacteria (S. mutans and E. faecalis) and Gram-negative bacteria (E. coli, K. pneumonia and E. clocae) over SG alone and their coformers. Cocrystal SG-TBA showed better antibacterial activity and reduced hemolysis, thereby, reduced cytotoxicity than SG-PT.

Keywords: Antibacterial; Cocrystals; Hemolytic potential; Sulfaguanidine.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Bacteria / drug effects*
  • Calorimetry, Differential Scanning
  • Chemistry, Pharmaceutical / methods
  • Crystallization / methods
  • Crystallography, X-Ray / methods
  • Drug Compounding / methods*
  • Healthy Volunteers
  • Hemolysis / drug effects*
  • Humans
  • Microbial Sensitivity Tests / methods
  • Molecular Conformation
  • Phenanthrolines / chemistry
  • Phenanthrolines / pharmacology
  • Powder Diffraction
  • Spectroscopy, Fourier Transform Infrared
  • Structure-Activity Relationship
  • Sulfaguanidine / chemistry
  • Sulfaguanidine / pharmacology*
  • Thiobarbiturates / chemistry
  • Thiobarbiturates / pharmacology

Substances

  • Anti-Bacterial Agents
  • Phenanthrolines
  • Thiobarbiturates
  • Sulfaguanidine
  • thiobarbituric acid
  • 1,10-phenanthroline