Synthesis Of Methoxylated Goniothalamin, Aza-goniothalamin And γ-pyrones And Their In Vitro Evaluation Against Human Cancer Cells.

dc.creatorBarcelos, Rosimeire Coura
dc.creatorPastre, Julio Cezar
dc.creatorCaixeta, Vanessa
dc.creatorVendramini-Costa, Débora Barbosa
dc.creatorde Carvalho, João Ernesto
dc.creatorPilli, Ronaldo Aloise
dc.date2012-Jun
dc.date2015-11-27T13:28:28Z
dc.date2015-11-27T13:28:28Z
dc.date.accessioned2018-03-29T01:15:15Z
dc.date.available2018-03-29T01:15:15Z
dc.identifierBioorganic & Medicinal Chemistry. v. 20, n. 11, p. 3635-51, 2012-Jun.
dc.identifier1464-3391
dc.identifier10.1016/j.bmc.2012.03.059
dc.identifierhttp://www.ncbi.nlm.nih.gov/pubmed/22537680
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/199982
dc.identifier22537680
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1300215
dc.descriptionThe present work describes the preparation of three novel series of compounds based on the structure of goniothalamin, a natural styryl lactone which has been found to display cytotoxic and antiproliferative activities against a variety of cancer cell lines. A focused library of 29 novel goniothalamin analogues was prepared and evaluated against seven human cancer cell lines. While the γ-pyrones and the aza-goniothalamin analogues were less potent than the lead compound, 2,4-dimethoxy analogue 88 has shown to be more potent in vitro than goniothalamin against all cancer cell lines evaluated. Furthermore, it was more potent than doxorubicin against NCI-ADR/RES, OVCAR-03 and HT-29 while being less toxic to human keratinocytes (HaCat). The 3,5-dimethoxy analogue 90 and 2,4,5-trimethoxy analogue 92 also displayed promising antiproliferative activity when compared to goniothalamin (1). These results provide new elements for the design and synthesis of novel representatives of this family of natural compounds.
dc.description20
dc.description3635-51
dc.languageeng
dc.relationBioorganic & Medicinal Chemistry
dc.relationBioorg. Med. Chem.
dc.rightsfechado
dc.rightsCopyright © 2012 Elsevier Ltd. All rights reserved.
dc.sourcePubMed
dc.subjectCell Line, Tumor
dc.subjectCell Proliferation
dc.subjectDoxorubicin
dc.subjectDrug Design
dc.subjectDrug Screening Assays, Antitumor
dc.subjectFemale
dc.subjectHumans
dc.subjectKeratinocytes
dc.subjectMolecular Structure
dc.subjectPyrones
dc.subjectSmall Molecule Libraries
dc.subjectStructure-activity Relationship
dc.titleSynthesis Of Methoxylated Goniothalamin, Aza-goniothalamin And γ-pyrones And Their In Vitro Evaluation Against Human Cancer Cells.
dc.typeArtículos de revistas


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