Effect of 2-hydroxyalkylammonium salts and esters of arylthio- and arylsulfonylacetic acids on erythrocyte resistance and the functional activity of thrombocytes

Nefedova, T. V.; Kazimirovskaya, V. B.; Levkovskaya, G. G.; Bryuzgin, A. A.; Guseva, S. A.; Мирскова, А. Н.; Воронков, М. Г.

doi:10.1007/bf00758564

Cited by 4 publications

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“…Biological activity of hydroxyalkylammonium salts of sulfur-containing acids often exceeds that of the related alkylammonium salts of aroxyacetic acids. Their activity is enhanced with the increase in the oxidation degree of sulfur and depends on the structure of the hydroxyalkylammonium fragment [ 60 , 61 ]. Two salts are the most remarkable: tris(2-hydroxyethyl)ammonium indol-3-yl- and 1-benzylindol-3-ylsulfanylacetate (indacetamin and vilim, respectively).…”

Section: Protatranesmentioning

confidence: 99%

Contribution of the Scientific School of Academician M.G. Voronkov to the Development of the Chemistry of Biologically Active Atranes (Protatranes and Hydrometallatranes) (A Review)

Kondratenko

Кочина

2021

Russ J Gen Chem

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The main results of the many years’ studies of the scientific school of Academician Mikhail G. Voronkov in the field of two subgroups of the atrane family (protatranes and hydrometallatranes) as well as the results of research in continuation of the studies initiated by Academician M. G. Voronkov have been summarized and presented. Long-term studies of atranes under the leadership of M. G. Voronkov have led to the discovery of their unique biological activity and the creation of a series of unique original drugs and means of agricultural chemicalization: biostimulants and adaptogens for agricultural plants, animals, useful insects and microorganisms.

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Section: Protatranesmentioning

confidence: 99%

Contribution of the Scientific School of Academician M.G. Voronkov to the Development of the Chemistry of Biologically Active Atranes (Protatranes and Hydrometallatranes) (A Review)

Kondratenko

Кочина

2021

Russ J Gen Chem

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“…The activity is enhanced with an increase in the oxidation state of the sulfur atom and depends on the structure of the (2 hydroxyethyl)ammonium fragment. 14, 15 Indole derivatives, 20 in particular, (indol 3 yl)sulfanyl alkanecarboxylic acids and their salts, are worthy of spe cial attention as biologically active substances, 21 interme diates for the synthesis of medical preparations 22-24 and technically valuable products. 25 We have earlier found by screening efficient non toxic (LD 50 = 1300-3000 mg kg -1 ) immunoactive compounds, viz., tris(2 hydroxyethyl)ammonium indol 3 yl and 1 benzylindol 3 ylsulfanyl acetates (indacetamin and VILIM, respectively).…”

mentioning

confidence: 99%

Directed synthesis and immunoactive properties of (2-hydroxyethyl)ammonium salts of 1-R-indol-3-ylsulfanyl(sulfonyl)alkanecarboxylic acids

et al. 2010

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A general method for the synthesis of 1 alkyl(allyl)(benzyl) substituted (indol 3 yl) sulfanylalkanecarboxylic acids and hexane 1,6 diyl(1,4 phenylenemethylene)bisindol 3 yl sulfanylalkanecarboxylic acids from the corresponding N substituted indoles and bisindoles, thiourea, iodine, and halogencarboxylic acids was developed. The oxidation of substituted (indol 3 yl)sulfanylalkanecarboxylic acids for the first time afforded their analogs containing the sulfonyl group. New (2 hydroxyethyl)ammonium salts of 1 R indol 3 ylsulfanyl(sulfonyl) alkanecarboxylic acids, which are structural analogs of highly active immunomodulators of indacetamin and VILIM, were synthesized. Among the studied (2 hydroxyethyl)ammonium salts of 1 R indol 3 ylsulfanylacetic and sulfonylalkanecarboxylic acids, the compounds exhi biting high dose dependent antiproliferative activity by the ability to affect the spontaneous and mitogen stimulated splenocyte proliferation of mice in vitro were found.Tris(2 hydroxyethyl)ammonium salts of aroxyacetic acids, whose cation has the compact tricyclic atrane (2,8,9 trihydroprotatrane) structure favoring the penetra tion of a substance through cell membranes, are a new class of pharmacologically active substances. 1 They pos sess 2-12 anti aggregation, membrane stabilizing, antiox idant, antisclerotic, antiphlogistic, cardiotropic, analge sic, hypocholesterolemic, immunomodulating, and anti tumor activity considerably exceeding or different from the effect of the initial biologically active acids and trieth anolamine.Earlier synthesized analogs of these compounds, viz., alkanolammonium salts of (het)arylsulfanyl (sulfonyl)acetic acids (Het)ArS(SO 2 )CH 2 COO -• •N + R 1 R 2 (CH 2 CH 2 OH) n (R 1 , R 2 = H, Alk, CH 2 CH 2 OH; n = 1-3), 13-15 and their complexes with salts of biomicroelements 16,17 are lowly toxic (LD 50 = = 1300-6000 mg kg -1 ), also exhibit high and diverse bio logical activity, such as hemo and immunotropic, car diotropic, antiphlogistic, antithrombotic, antioxidant, adaptogenic, hypocholesterolemic, etc., and are highly ef ficient growth stimulating preparations for biotechnolog ical processes. 18,19 Biological activity of alkanolammonium salts of sulfur containing acids is not inferior and often exceeds the activity of related alkanolammonium salts of aroxyacetic acids. The activity is enhanced with an increase in the oxidation state of the sulfur atom and depends on the structure of the (2 hydroxyethyl)ammonium fragment. 14, 15 Indole derivatives, 20 in particular, (indol 3 yl)sulfanyl alkanecarboxylic acids and their salts, are worthy of spe cial attention as biologically active substances, 21 interme diates for the synthesis of medical preparations 22-24 and technically valuable products. 25 We have earlier found by screening efficient non toxic (LD 50 = 1300-3000 mg kg -1 ) immunoactive compounds, viz., tris(2 hydroxyethyl)ammonium indol 3 yl and 1 benzylindol 3 ylsulfanyl acetates (indacetamin and VILIM, respectively).Indacetamin has a wide range of biological activity and is an e...

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Pharmacologically active salts and ionic liquids based on 2-hydroxyethylamines, arylchalcogenylacetic acids, and essential metals

et al. 2014

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Effect of 2-hydroxyalkylammonium salts and esters of arylthio- and arylsulfonylacetic acids on erythrocyte resistance and the functional activity of thrombocytes

Cited by 4 publications

References 1 publication

Contribution of the Scientific School of Academician M.G. Voronkov to the Development of the Chemistry of Biologically Active Atranes (Protatranes and Hydrometallatranes) (A Review)

Contribution of the Scientific School of Academician M.G. Voronkov to the Development of the Chemistry of Biologically Active Atranes (Protatranes and Hydrometallatranes) (A Review)

Directed synthesis and immunoactive properties of (2-hydroxyethyl)ammonium salts of 1-R-indol-3-ylsulfanyl(sulfonyl)alkanecarboxylic acids

Pharmacologically active salts and ionic liquids based on 2-hydroxyethylamines, arylchalcogenylacetic acids, and essential metals

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