Synthesis of steroidal quinones and hydroquinones from bile acids by Barton radical decarboxylation and benzoquinone addition: Studies on their cytotoxic and antifungal activities

dc.creatorSiless, Gastón Ezequiel
dc.creatorKnott, María Elena
dc.creatorDerita, Marcos Gabriel
dc.creatorZacchino, Susana Alicia Stella
dc.creatorPuricelli, Lydia Ines
dc.creatorPalermo, Jorge Alejandro
dc.date.accessioned2019-10-03T19:35:10Z
dc.date.accessioned2022-10-15T14:42:23Z
dc.date.available2019-10-03T19:35:10Z
dc.date.available2022-10-15T14:42:23Z
dc.date.created2019-10-03T19:35:10Z
dc.date.issued2012-01
dc.identifierSiless, Gastón Ezequiel; Knott, María Elena; Derita, Marcos Gabriel; Zacchino, Susana Alicia Stella; Puricelli, Lydia Ines; et al.; Synthesis of steroidal quinones and hydroquinones from bile acids by Barton radical decarboxylation and benzoquinone addition: Studies on their cytotoxic and antifungal activities; Elsevier Science Inc; Steroids; 77; 1-2; 1-2012; 45-51
dc.identifier0039-128X
dc.identifierhttp://hdl.handle.net/11336/85159
dc.identifierCONICET Digital
dc.identifierCONICET
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/4398135
dc.description.abstractTwelve new hydroquinones and quinones (4a-c to 7a-c) derived from free or peracetylated bile acids were prepared by a Barton decarboxylation reaction, with subsequent trapping of the resulting free radical by benzoquinone. All new compounds were completely characterized by 2D NMR techniques and screened for antifungal and cytotoxic activity. One of the new hydroquinones (7b) showed promising results against the human pancreatic ductal carcinoma cell line PANC1, with similar cytotoxic activity as the commercial chemotherapy drug doxorubicin.
dc.languageeng
dc.publisherElsevier Science Inc
dc.relationinfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0039128X11003011
dc.relationinfo:eu-repo/semantics/altIdentifier/doi/https://doi.org/10.1016/j.steroids.2011.09.012
dc.rightshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.subjectBARTON DECARBOXYLATION
dc.subjectBENZOQUINONE
dc.subjectBILE ACIDS
dc.subjectCYTOTOXIC ACTIVITY
dc.subjectQUINONES
dc.titleSynthesis of steroidal quinones and hydroquinones from bile acids by Barton radical decarboxylation and benzoquinone addition: Studies on their cytotoxic and antifungal activities
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:ar-repo/semantics/artículo
dc.typeinfo:eu-repo/semantics/publishedVersion


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