Synthesis and antihelmintic activity of 5-O-derivatives of ivermectin Zavarzin I.V.a, Dzhafarov M.Kh.a,b , Krukovskaya N.V. a* a
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp., 47, 119991 Moscow, Russian Federation b K.I. Skryabin Moscow State Academy of Veterinary Medicine and Biotechnology, 109472, Moscow, ul. Academician Skryabin, 23, Russian Federation
[email protected]
Ivermectin 1 and its derivatives are widely used as antihelmintic medical formulations. In this case,
the parasites eventually develop
resistance
to these substances.1,2
It
is
therefore
highly relevant to develop new antihelmintic agents. We were the first who obtained the 5-Oivermectin derivatives 2 by acylation of ivermectin 1 anhydrides of carboxylic acids. In addition to the carboxylic acids the corresponding esters and amides are also obtained.
R MeO
CH3 O
O O
H3C
O
CH 3 H 3C
O
OMe
OH
R1=
O
O
1: R=Me, Et R1=H O
CH 3
O
HO
2: R=Me, Et
O
CH 3
R1 O
O
CH 3
OH
Carboxylic acid 2, as well as their esters and amides show high antihelmintic activity. Literature: 1. Tyrell К., Leo F., Veterinary Parasitology. - 2009. - №11. - Р. 98-102. 2. Varady M., Cobra J., Letkova V., Kovac G., Veterinary Parasitology. - 2009. - №2-3. – Р. 267-271.
