Alkanolammonium salts of o-cresoxy- and p-chlorocresoxyacetic acids as immunopoiesis modulators and cytostatics

Abstract

107 Tris-(2-hydroxyethyl)ammonium salts of Ó cresoxyand p -chlorocresoxyacetic acids RR 1 C 6 ç 3 éëç 2 ëéé – · N + ç(ëç 2 ëç 2 éç) 3 , where R = 2-ëç 3 , R 1 = ç ( I ) is the drug trecresan and R2ëç 3 , R 1 = 4-Cl ( I‡ ) is chlorocresacine, exhibit adaptogenic and hemoand immunomodulating properties, protect the organism from cardiogenic shock, toxic stress, alcohol and heavy metal intoxication, and radiation, as well as exhibit antitumor activity [1–5]. Compound I‡ suppresses the growth of adenocarcinoma 755 (by 93–97%) and colorectal carcinoma (33%) [2]. We continued studies of the biological activity of alkanol ammonium salts of cresoxyacetic acids in order to obtain new data on their immunomodulating and antitumor properties. For this purpose, we synthesized the tris-(2-hydroxyethyl)ammonium salt of 2-methyl-4chlorophenoxyacetic acid ( I‡ ) and quaternary ammonium salts of 2-methylphenoxyacetic acid with biogenic 2-hydroxyethylamines ( Ib–Id ) and studied their immunomodulating and antitumor activities (namely, the effect on proliferation of mastocytoma P815, melanoma B16, lymphoma L1210, and hepatoma G27 cells in vitro and on tumor metastasizing). Compound I‡ was obtained as a result of interaction of 2-methyl-4-chlorophenoxyacetic acid with triethanolamine; compounds Ib–Id , as a result of interaction of 2-methylphenoxyacetic acid with dimethylethanolamine ( Ib ), methyldiethanolamine ( Ic ), and diethanolamine ( Id ) at the molar ratio 1 : 1. The reaction was performed in a lower alcohol medium at 60–70°ë by the following scheme: 2-CH 3 -4-X-C 6 H 3 OCH 2 COOH

DOI: 10.1134/S0012496609020070

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Cite this paper

@article{Kolesnikova2009AlkanolammoniumSO, title={Alkanolammonium salts of o-cresoxy- and p-chlorocresoxyacetic acids as immunopoiesis modulators and cytostatics}, author={Olga P Kolesnikova and Anna N Mirskova and Sergey N Adamovich and Rudolf G Mirskov and O. T. Kudaeva and Michael G. Voronkov}, journal={Doklady Biological Sciences}, year={2009}, volume={425}, pages={107-111} }