The synthetic potential and the biological action of 1(2)-amino-9,10-anthracenediones and their functional derivatives

M. V. Stasevych, V. I. Zvarych, V. V. Lunin, V. P. Novikov, M. V. Vovk

Abstract


The review has systematized the literature data of the structural modification methods for 1(2)-amino-9,10-anthracenedione derivatives with alkyl, aryl, acyl, sulfur- and nitrogen-containing acyclic and heterocyclic condensed and non-condensing fragments; the results of the experimental studies of the biological activity of this class of compounds have been analyzed. The conditions of alkylation and arylation of the amino group of amino-9,10-anthracenediones are presented. The methods of acylfunctionalization of aminoanthracenediones have been analyzed. The use of bifunctional chloroanhydrides in obtaining various acyclic and heterocyclic derivatives has been shown. The synthetic potential of the dediazonization reaction has been discovered in production of a wide class of derivatives. Much attention has been paid to production of heterocyclic annelated (imidazole, oxazole, thiazole, azine, phenothiazine, pyrazole, phenanthroline, quinoline) and nonannelated (triazene, furane, pyridine, acridine, thiophene, pyrolytic, triazine, quinoxaline, thiazole) derivatives. In addition, the modification of the amino group has been clarified using aryliso(thio)cyanates, and the use of benzoyl isothiocyanates in the synthesis of thiazole, triazole and tetrazole derivatives has been demonstrated. The review shows that compounds of this type have different types of the biological activity. In particular, they are characterized by the antitumor, antiviral, antimicrobial, antifungal, antioxidant, antithrombotic activities.


Keywords


1(2)-amino-9,10-anthracenediones; structural modification; biological activity

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DOI: https://doi.org/10.24959/ophcj.17.919

Abbreviated key title: Ž. org. farm. hìm.

ISSN 2518-1548 (Online), ISSN 2308-8303 (Print)