Poster presentation
274
SYNTHESIS OF NEW AMIDES OF
3-O-ACETIL-18β-H-GLYCYRRETIC ACID
A.Zh. Dzhuraev
1
, R.S. Esanov
2,4
, A.A. Ganiev
3
, Kh.M. Bobakulov
3
,
N.D. Abdullaev
3
, A.D. Matchanov
2,4
1) Gulistan State University 120100, Gulistan, microdistrict 4,
e-mail: alex26111972@gmail.com
2) Institute of Bioorganic Chemistry named after academician A.S. Sadykov AS RUz
100125, Tashkent, Mirzo Ulugbek ave., 83.
3) S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of
Sciences Republic of Uzbekistan, 100170, Tashkent, M. Ulugbek st., 77
4) National University of Uzbekistan
The main active ingredient of the licorice root extract is the triterpene saponin glycyrrhizic
acid (GA) and its aglycone glycyrrhetic acid (GlA), on the basis of which anti-inflammatory,
antiviral, antimicrobial drugs were synthesized and created, which are widely used in medical
practice [1,2]. There are data in the literature on the synthesis of new amides of 3-
acetoxyglycyrrhetinic acid with some sulfur- and nitrogen-containing heterocyclic amines [3].
Based on the foregoing, the search for new biologically active compounds based on
licorice root ingredients, the synthesis of new derivatives, the establishment of their
structure and the study of their biological activity is an urgent task. GlA was obtained
by the previously known method [4], by acid hydrolysis of GA, which was isolated
from a thick extract of licorice root according to the procedure [5].
For this, 3-AGlA was obtained by the action of acetic anhydride with GlA, and the
interaction of the latter with thionyl chloride gave 3-AGlA acid chloride [6]. When the acid
chloride 3-AGlA reacts with the corresponding aromatic (1-phenylmethanamine, 2-amino-1-
hydroxybenzene, 2-amino-1-carboxybenzene) and heterocyclic (2-aminoantipyrine) amines,
compounds are obtained. The resulting compounds were purified by recrystallization from a
mixture of chloroform and methanol.
Тhe chemical structures of the synthesized compounds were proved by investigation
of UV and IR spectroscopy, as well as by 1D and 2D NMR spectroscopy data.
Thus new 3-AGlA amides were synthesized for the first time and their physico-
chemical properties were studied.
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