title: Synthesis and radical scavenger properties of novel spirochromenes derived from steroid sapogenins.
abstract: 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.
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México, D.F., Mexico.
authors.forename: Manuel A
authors.initials: MA
authors.lastname: Ramos-Enríquez
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México, D.F., Mexico.
authors.forename: Omar N
authors.initials: ON
authors.lastname: Medina-Campos
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México, D.F., Mexico.
authors.forename: José
authors.initials: J
authors.lastname: Pedraza-Chaverri
authors.affiliation: Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México, D.F., Mexico. Electronic address: martin.iglesias@unam.mx.
authors.forename: Martín A
authors.initials: MA
authors.lastname: Iglesias-Arteaga
mesh_terms: D016166:Free Radical Scavengers / Q000138:chemical synthesis* / Q000737:chemistry*; D012502:Sapogenins / Q000737:chemistry*
chemical_list: D016166:Free Radical Scavengers; D012502:Sapogenins
keywords: Antioxidant activity; DPPH test; Radical scavengers; Spirochromenes; Steroid sapogenins