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dc.contributor.authorDelgado, Virginia
dc.contributor.authorArmstrong, Verónica
dc.contributor.authorCortés, Manuel
dc.contributor.authorBarrero, Alejandro F.
dc.date.accessioned2014-09-05T11:05:31Z
dc.date.available2014-09-05T11:05:31Z
dc.date.issued2008
dc.identifier.citationDelgado, V.; et al. Synthesis of racemic and chiral albicanol, albicanyl acetate and cyclozonarone: cytotoxic activity of ent-cyclozonarone. Journal of the Brazilian Chemical Society, 19(7): 1258-1263 (2014). [http://hdl.handle.net/10481/32917]es_ES
dc.identifier.issn0103-5053
dc.identifier.urihttp://hdl.handle.net/10481/32917
dc.description.abstractThe total synthesis of racemic cyclozonarone ((±)-3) was achieved from E,E-farnesol (4) in an eight-step sequence in 6.6% overall yield. Albicanol ((±)-1) and its acetate ((±)-2) are intermediates. A similar sequence starting from natural (-)-drimenol (5) gave (+)-albicanol (1) and (+)-cyclozonarone (3) (42% and 11% yield, respectively). The cytotoxic activity of (+)-cyclozonarone was assayed and showed some selectivity towards MS-1 (mice endothelial cells).es_ES
dc.description.abstractA síntese completa da mistura racêmica do cyclozonarone ((±)-3), foi obtida a partir do E,E-farnesol (4) em uma seqüência de oito passos com um rendimento geral de 6,6%. O albicanol ((±)-1) e seu acetato ((±)-2) são intermediários. Uma seqüência inicial, similar a partir do produto natural (-)-drimenol (5), produziu o(+)-albicanol (1) e o(+)-cyclozonarone (3) com 42% e 11%, respectivamente. A atividade citotóxica do composto(+)-cyclozonarone foi avaliada e mostrou alguma seletividade para MS-1 (células endoteliais de camundongos).es_ES
dc.description.sponsorshipAuthors are grateful to Dirección de Investigación y Postgrado, Facultad de Química, Pontificia Universidad Católica de Chile, for financial support, to MECESUP grant UCH 0116 de la Red Nacional de Doctorado en Química for HRMS analyses and to Dr. Luis Espinoza for valuable help with spectroscopic assignments.es_ES
dc.language.isoenges_ES
dc.publisherSociedade Brasileira de Químicaes_ES
dc.rightsCreative Commons Attribution-NonCommercial-NoDerivs 3.0 Licensees_ES
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/es_ES
dc.subjectAlbicanoles_ES
dc.subjectAbicanyl acetatees_ES
dc.subjectCyclozonaronees_ES
dc.subjectTotal synthesises_ES
dc.subjectChiral synthesises_ES
dc.titleSynthesis of racemic and chiral albicanol, albicanyl acetate and cyclozonarone: cytotoxic activity of ent-cyclozonaronees_ES
dc.typejournal articlees_ES
dc.rights.accessRightsopen accesses_ES
dc.identifier.doi10.1590/S0103-50532008000700005


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