Журнал "Макрогетероциклы"

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

^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: chemsevntu@rambler.ru

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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