Title:New Molecular Complexes of Glycyrrhizic Acid Monoammonium Salt
(Glycyram) with Fluoroquinolone Antibiotics
Volume: 20
Issue: 2
Author(s): Leonid A. Yakovishin*, Sergey V. Bukharov, Vasily M. Babaev, Elena V. Nikitina and Elena S. Bulatova
Affiliation:
- Department of Chemistry and Chemical Technology, Sevastopol State University, Sevastopol, Russian Federation
Keywords:
Glycyrrhizic acid, monoammonium salt of glycyrrhizic acid, glycyram, fluoroquinolone antibiotic, molecular complex, antimicrobial activity.
Abstract:
Aims: The study aimed to search of new molecular complexes of licorice saponin with
fluoroquinolone antibiotics and to explore their pharmaceutical potential.
Background: Molecular complexation of triterpene glycosides with pharmaceutical substances reduces
side effects and therapeutic doses, increases bioavailability and stability, and expands the
spectrum of biological activity of drugs. Glycyrrhizic acid is the major triterpene glycoside of licorice.
Molecular complexes of monoammonium salt of glycyrrhizic acid (glycyram, GC) with fluoroquinolone
antibiotics have not been described.
Objectives: This study is devoted to the preparation and analysis of molecular complexes of GC
with fluoroquinolones, and investigation of their antimicrobial activity.
Methods: Complexation was studied via FT-IR spectroscopy, UV-Vis spectroscopy and mass spectrometry
methods.
Results: Molecular complexes of GC with fluoroquinolone antibiotics, along with their benzylated
derivatives, were obtained for the first time.
Conclusion: The complexes composition was defined as 1:1. Intermolecular hydrogen bonds are
formed during complexation. In addition, stability constants of 105 М-1 order were calculated. Some
complexes are comparable in antimicrobial activity with individual antibiotics ciprofloxacin (CP)
and moxifloxacin (Moc) or surpass them in relation to a number of bacteria. These molecular complexes
could be potential low-dose drugs with antimicrobial activity.