Synthesis and structure evaluation of new complex butylarylpiperazin-1-yl derivatives

Daniel Szulczyk; Anna Bielenica; Michał A Dobrowolski; Lukasz Dobrzycki; Mariola Krawiecka; Bożena Kuran; Marta Struga

doi:10.1007/s00044-013-0740-z

Synthesis and structure evaluation of new complex butylarylpiperazin-1-yl derivatives

Med Chem Res. 2014;23(3):1519-1536. doi: 10.1007/s00044-013-0740-z. Epub 2013 Sep 3.

Authors

Daniel Szulczyk¹, Anna Bielenica¹, Michał A Dobrowolski², Lukasz Dobrzycki², Mariola Krawiecka¹, Bożena Kuran¹, Marta Struga¹

Affiliations

¹ Department of Medical Chemistry, Faculty of Medicine, Medical University of Warsaw, Oczki 3 Street, 02-007 Warsaw, Poland.
² Faculty of Chemistry, University of Warsaw, Pasteura 1 Street, 02-093 Warsaw, Poland.

Abstract

A series of arylpiperazine derivatives of 1,16-diphenyl-19-azahexacyclo-[14.5.1.0^2,15.0^3,8.0^9,14.0^17,21]docosa-2,3,5,7,8,9,11,13,14-nonaene-18,20,22-trione and 4,10-diphenyl-1H,2H,3H,5H-indeno[1,2-f]isoindole-1,3,5-trione was synthesized. The pharmacological profile of compound 4 at the 5-HT_1A receptor was measured by binding assay. The title compounds were tested in cell-based assay against the human immunodeficiency virus type-1. The X-ray crystallographic studies of derivatives 2, 6, 7, 11, 19, and 20 were presented.

Keywords: 5-HT1A receptor; Arylpiperazines; Diels–Alder reaction; X-ray crystallography.