English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/193160
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Exportar a otros formatos:


A Focused Library of NO-Donor Compounds with Potent Antiproliferative Activity Based on Green Multicomponent Reactions

AuthorsIngold, Marina; Colella, Lucía; Hernández, Paola; Batthyány, Carlos; Tejedor, David ; Puerta, Adrian; García-Tellado, Fernando ; Padrón, José M.; Porcal, Williams; López, Gloria V.
KeywordsGreen chemistry
Multicomponent reactions
Microwave-assisted synthesis
Antiproliferative agents
Issue Date18-Sep-2019
CitationChemMedChem 14(18): 1669-1683 (2019)
AbstractCancer is the second leading cause of death worldwide. Herein, a strategy to quickly and efficiently identify novel lead compounds to develop anticancer agents, using green multicomponent reactions followed by antiproliferative activity and structure–activity relationship studies, is described. A second-generation focused library of nitric oxide-releasing compounds was prepared by microwave-assisted Passerini and Ugi reactions. Nearly all compounds displayed potent antiproliferative activities against a panel of human solid tumor cell lines, with 1-phenyl-1-[(tert-butylamino)carbonyl]methyl 3-[(3-phenylsulfonyl-[1,2,5]oxadiazol-4-yl N-oxide)oxy]benzoate (4 k) and N-[1-(tert-butylaminocarbonyl)-1-phenylmethyl]-N-(4-methylphenyl)-3-(3-phenylsulfonyl-[1,2,5]oxadiazol-4-yl N-oxide)oxyphenyl carboxamide (6 d) exhibiting the strongest activity on SW1573 lung cell line (GI=110 and 21 nm) with selectivity indices of 70 and 470, respectively. Preliminary mechanistic studies suggest a relationship between NO release and antiproliferative activity. Our strategy allowed the rapid identification of at least two molecules as future candidates for the development of potent antitumor drugs.
Publisher version (URL)https://doi.org/10.1002/cmdc.201900385
Identifiersdoi: 10.1002/cmdc.201900385
e-issn: 1860-7187
issn: 1860-7179
Appears in Collections:(IPNA) Artículos
Files in This Item:
File Description SizeFormat 
Focused_Library_FTellado_ChemmedChem19.pdf Embargoed until September 18, 2020940,7 kBAdobe PDFThumbnail
View/Open    Request a copy
Show full item record
Review this work

Related articles:

WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.