Synthesis and radical scavenger properties of novel spirochromenes derived from steroid sapogenins.

Manuel A Ramos-Enríquez, Omar N Medina-Campos, José Pedraza-Chaverri, Martín A Iglesias-Arteaga

Steroids 2015 Jun

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Tandem aldol condensation between steroid sapogenins and hydroxylated benzaldehydes afforded steroidal spirochromenes. Compounds that bear a phenolic hydroxyl group at position C-6', obtained by a reaction with 2,5-dihydroxybenzaldehyde, showed approximately 80% of maximal radical scavenging activity in the 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) assay at 288 nM. In contrast, the starting steroid sapogenins and the spirochromenes without a phenolic group in the side chain proved to be inactive. Copyright © 2015 Elsevier Inc. All rights reserved.

Citation

Manuel A Ramos-Enríquez, Omar N Medina-Campos, José Pedraza-Chaverri, Martín A Iglesias-Arteaga. Synthesis and radical scavenger properties of novel spirochromenes derived from steroid sapogenins. Steroids. 2015 Jun;98:132-7