Synthesis and Antioxidant Activity of 7-Thio Derivatives of 6,7-Dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione

Yuriy M Kononevich; Ludmila S Bobkova; Alexander S Smolski; Anatoly M Demchenko

doi:10.3797/scipharm.1406-09

Synthesis and Antioxidant Activity of 7-Thio Derivatives of 6,7-Dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione

Sci Pharm. 2014 Oct 29;83(1):41-8. doi: 10.3797/scipharm.1406-09. Print 2015 Jan-Mar.

Authors

Yuriy M Kononevich¹, Ludmila S Bobkova², Alexander S Smolski³, Anatoly M Demchenko²

Affiliations

¹ A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova str. 28, 119991, Moscow, Russian Federation.
² Institute of Pharmacology and Toxicology, National Academy of Medical Science of Ukraine, Ezhena Pot'je str. 14, 03680, Kyiv, Ukraine.
³ T. G. Shevchenko Chernihiv National Pedagogical University, Het'mana Polubotka str. 53, 14013, Chernihiv, Ukraine.

Abstract

New 7-thio derivatives of 6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione have been synthesized by the reaction of 3-cyclohexyl-7-thio-6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione with alkylhalogenides. The synthesized compounds were tested for antioxidant activity on the model of Fe(2+)-dependent oxidation of adrenaline in vitro. It was found that the antiradical activity of 7-thio derivatives of 6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione significantly depends on the structure of the substituent which is part of the thioether fragment of the base molecule.

Keywords: 6,7-Dihydro-1H-cyclopenta[d]pyrimidine-2,4(3H,5H)-dione; Alkylation; Antioxidant activity; Fe2+-dependent oxidation of adrenaline.