dc.creatorVazquez, Ramiro
dc.creatorRiveiro, Maria Eugenia
dc.creatorVermeulen, Elba Monica
dc.creatorAlonso, Eliana
dc.creatorMondillo, Carolina
dc.creatorFacorro, Graciela
dc.creatorPiehl, Lidia Leonor
dc.creatorGomez, Natalia
dc.creatorMoglioni, Albertina Gladys
dc.creatorFernandez, Natalia Cristina
dc.creatorBaldi, Alberto
dc.creatorShayo, Carina Claudia
dc.creatorDavio, Carlos Alberto
dc.date.accessioned2019-08-05T19:31:36Z
dc.date.accessioned2022-10-14T23:47:15Z
dc.date.available2019-08-05T19:31:36Z
dc.date.available2022-10-14T23:47:15Z
dc.date.created2019-08-05T19:31:36Z
dc.date.issued2012-09
dc.identifierVazquez, Ramiro; Riveiro, Maria Eugenia; Vermeulen, Elba Monica; Alonso, Eliana; Mondillo, Carolina; et al.; Structure-anti-leukemic activity relationship study of ortho- dihydroxycoumarins in U-937 cells: Key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action; Pergamon-Elsevier Science Ltd; Bioorganic & Medicinal Chemistry; 20; 18; 9-2012; 5537-5549
dc.identifier0968-0896
dc.identifierhttp://hdl.handle.net/11336/80917
dc.identifierCONICET Digital
dc.identifierCONICET
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/4321122
dc.description.abstractPrevious studies indicated the need of at least one phenolic hydroxyl group in the coumarin core for induction of cytotoxicity in different cell lines. Herein, we present an exhaustive structure-activity relationship study including ortho-dihydroxycoumarins (o-DHC) derivatives, cinnamic acid derivatives (as open-chain coumarin analogues) and 1,2-pyrones (representative of the δ-lactone ring of the coumarin core), carried out to further identify the structural features of o-DHC required to induce leukemic cell differentiation and apoptosis in U-937 cells. Our results show for the first time that the δ-lactone ring positively influences the aforementioned biological effects, by conferring greater potency to compounds with an intact coumarin nucleus. Most tellingly, we reveal herein the crucial role of this molecular portion in determining the selective toxicity that o-DHC show for leukemic cells over normal blood cells. From a pharmacological perspective, our findings point out that o-DHC may be useful prototypes for the development of novel chemotherapeutic agents.
dc.languageeng
dc.publisherPergamon-Elsevier Science Ltd
dc.relationinfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0968089612006049
dc.relationinfo:eu-repo/semantics/altIdentifier/doi/https://doi.org/10.1016/j.bmc.2012.07.043
dc.rightshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.subjectAPOPTOSIS
dc.subjectCATECHOL
dc.subjectCOUMARINS
dc.subjectDIFFERENTIATING ACTIVITY
dc.subjectLEUKEMIA
dc.subjectSELECTIVE CYTOTOXICITY
dc.titleStructure-anti-leukemic activity relationship study of ortho- dihydroxycoumarins in U-937 cells: Key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:ar-repo/semantics/artículo
dc.typeinfo:eu-repo/semantics/publishedVersion


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