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SYNTHESIS AND ANTIMICROBIAL EVALUATION OF NOVEL POLYHETEROCYCLIC SYSTEMS DERIVED FROM CYCLOPENTA[4',5']PYRIDO[3',2':4,5]FURO[3,2-d]PYRIMIDINE

Samvel N. Sirakanyan, Domenico Spinelli, Athina Geronikaki, Victor G. Kartsev, Hrachya M. Stepanyan, Elmira K. Hakobyan, Anush A. Hovakimyan
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Abstract


The synthesis of new cyclopenta[4',5']pyrido[3',2':4,5]furo[3,2-d]pyrimidin-7-amines have been carried out to study their antimicrobial activity. The biological tests evidenced that some of the synthesized compounds exhibit pronounced antimicrobial properties. A study of the structure–activity relationship revealed that the 3,5-dimethyl-1H-pyrazol-1-yl moiety linked to the carbon C-9 of the pyrimidine plays a decisive role in the manifestation of activity. The influence of 3,5-dimethyl-1H-pyrazol-1-yl group on the Dimroth rearrangement and azide-tetrazole equilibrium has also been examined.

Keywords


7-azidofuro[3,2-d]pyrimidine; cyclopenta[4',5']pyrido[3',2':4,5]furo[3,2-d]pyrimidin-7-amines; furo[2,3-e][1,2,4]triazolo[4,3-c]pyrimidine; antimicrobial activity; azide-tetrazole equilibrium; Dimroth rearrangement.

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