Synthesis, Characterization, and Antimicrobial Investigation of a Novel Chlorhexidine Cyclamate Complex
2020
The synthesis, crystal
structure, and antimicrobial efficacy are
reported for a novel material comprising a 1:2 ratio of chlorhexidine
(CHX) to N-cyclohexylsulfamate (i.e., artificial
sweetener known as cyclamate). The chemical structure is unambiguously
identified by incorporating a combination of single-crystal X-ray
diffraction (SC-XRD), electrospray ionization mass spectrometry (ESI-MS), 1H nuclear magnetic resonance (NMR) spectroscopy, correlation
spectroscopy (COSY), and attenuated total reflection Fourier-transform
infrared spectroscopy (ATR-FTIR). The new material: (1) is among only
several reported structures identified to date incorporating the vital
chlorhexidine antimicrobial drug; (2) exhibits broad spectrum antimicrobial
activity at concentrations less than 15 μg/mL; and (3) provides
a unique delivery method for the essential active pharmaceutical ingredient.
Furthermore, substitution of inactive gluconate with bioactive cyclamate
counterion potentially provides the additional benefit of improving
the taste profile of chlorhexidine.
Keywords:
- Chlorhexidine
- Infrared spectroscopy
- Two-dimensional nuclear magnetic resonance spectroscopy
- Antimicrobial
- Chemical structure
- Attenuated total reflection
- Chemistry
- Active ingredient
- Electrospray ionization
- Inorganic chemistry
- Nuclear chemistry
- Combinatorial chemistry
- Crystal structure
- Artificial Sweetener
- antimicrobial efficacy
- Correction
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