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ISSN 1998-9539

Physico-chemical characteristic and biological activity of the supramolecular complex of glycyram with b-cyclodextrin

Leonid A. Yakovishin,a,@ Vladimir I. Grishkovets,b Elena N. Korzh,a Elena V. Vetrova,c Nikolay I. Borisenkoc

aSevastopol National Technical University, 299053 Sevastopol, Russia

bV.I. Vernadsky Taurida National University, 295007 Simferopol, Russia

cInstitute of Physical and Organic Chemistry, Southern Federal University, 344090 Rostov-on-Don, Russia

@Corresponding author E-mail:


DOI: 10.6060/mhc141139y
Macroheterocycles 2015 8(1) 94-98


Glycyram (monoammonium glycyrrhizinate, GC) is an anti-inflammatory and antiallergic drug, and is used in medical practice. GC over time is exposed to epimerization and decay. The possibility of complexation with β-cyclodextrin (β-CD) was examined to improve the stability of GC. The complexation of GC with β-CD in aqueous solution at pH 7.2 was investigated by method of spectrophotometry. The composition of the complex was determined by the isomolar series method (Job-Ostromyslenskii method). GC forms 1:1 complex with β-CD. Stability constant for complex Ks(GC–β-CD) = 2.61⋅104 М–1. Gibbs’s free energy of complexation process was calculated. Thus, β-CD can be a promising stabilizer of GC. Using a method of electrospray ionization mass spectrometry, the complexation of GC with β-CD was investigated for the first time. In negative-ion mode, the ion peaks of complexes with 1:1 and 1:2 molar ratio were recorded. The complex with a 1:1 molar ratio was the most stable. In positive-ion mode, complexation of GC and β-CD was not observed. The influence of the GC–β-CD complex against Poecilia sphenops (Poeciliidae) was studied. GC, β-CD, and their 1:1 complex are not ichthyotoxic.


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