New approaches to the synthesis of sildenafil analogues and their enzyme inhibitory activity. Issue 7 (1st April 2015)

• Record Type: Journal Article
• Authors: Mojzych, Mariusz; Karczmarzyk, Zbigniew; Wysocki, Waldemar; Ceruso, Mariangela; Supuran, Claudiu T.; Kryštof, Vladimir; Urbańczyk-Lipkowska, Zofia; Kalicki, Przemysław
• Is Part Of: Bioorganic & medicinal chemistry. Volume 23:Issue 7(2015)
• Page Start: 1421
• Page End: 1429
• Publication Date: 2015-04-01
• Subjects: Sildenafil analogues -- Pyrazolo[4, 3-e][1, 2, 4]triazine -- Sulfonamides -- X-ray structure analysis -- DFT calculations; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2015.02.026
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: In the search for new biologically active chemotypes, several sildenafil analogs were prepared and characterized. The presence of the pyrazolo[4, 3- e ][1, 2, 4]triazine core is thought to be of interest for the enzyme inhibitory activity of these compounds. The designed derivatives incorporating the sildenafil scaffold were assayed as carbonic anhydrase inhibitors, and for their cytotoxic activity against MCF-7 and K562 cell lines. The X-ray analysis of one of these model compounds was performed and its crystal structure is described/compared to that of sildenafil.