Communications

Synthesis of 1-oxa-9-azaspiro[5.5]undecane-9-sulfonamides bearing a diverse molecular periphery and a rare zinc-binding group for carbonic anhydrase interrogation

A. Lukin^a, L. Vinogradova^a, K. Komarova^a, S. Kalinin^b, M. Krasavin<sup>bc

a</sup> M.V. Lomonosov Institute of Fine Chemical Technologies, MIREA - Russian Technological University, Moscow, Russian Federation
^b Institute of Chemistry, St. Petersburg State University, St. Petersburg, Russian Federation
^c Immanuel Kant Baltic Federal University, Kaliningrad, Russian Federation

Abstract: A fundamentally novel type of molecular probes for the recognition by carbonic anhydrase zinc enzymes which constitute promising target family in diverse therapeutic areas has been designed and synthesized. To the best of our knowledge, these molecular tools of 1-oxa-9-azaspiro[5.5]-undecane-9-sulfonamide chemotype for the first time combine in their structure diversely substituted spirocyclic piperidines and an aminosulfamoyl moiety.

Keywords: 1-oxa-9-azaspiro[5.5]undecanes, spiro compounds, sulfamide zinc binding group, carbonic anhydrases, chemical diversity, druglikeness.

Language: English

DOI: 10.1016/j.mencom.2023.02.013

Bibliographic databases:

•