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http://hdl.handle.net/1843/69920| Type: | Artigo de Periódico |
| Title: | Natural organic acid as green catalyst for xanthenones synthesis: methodology, mechanism and calcium channel blocking activity |
| Authors: | Bruna Silva Terra Diniz Daniella Bonaventura Heitor Avelino de Abreu Antônio Flávio de Carvalho Alcântara Ângelo de Fátima Aura María Blandón Osorio Aline de Oliveira Rebeca Priscila de Melo Santos Andressa Pereira Mouro Natália Ferreira de Araújo Cameron Capeletti da Silva Felipe Terra Martins Luciene Bruno Vieira |
| Abstract: | Xanthenones were synthesized via one-pot tricomponent reaction, under solvent-free conditions, using aldehydes, phenolic and cyclic 1,3-dicarbonyl compounds. Natural organic acids (NOAs), compounds present in many living metabolisms, were used as potential green catalysts. NOA are considered to be more eco-friendly and user-friendly alternative to traditional methodologies. Optimization studies showed that oxalic acid was the best NOA catalyst for such reaction furnishing the xanthenones with up to 93% of yield. Theoretical calculations were performed to evaluate this reaction mechanism and regioselectivity. The results showed that the regiospecificity of this three-component reaction is kinetically and thermodynamically controlled by the addition of b-naphthol C2, instead of C10, to the aldehyde. Our results also disclosed two xanthenones as novel calcium channels blockers. Eco-friendly reaction conditions, easy workup procedure, short reaction times and good yields are some of the advantages of our methodology. |
| Subject: | Ácidos orgânicos Aldeídos Fenóis Xantona Superfícies de energia potencial Espectros vibracionais |
| language: | eng |
| metadata.dc.publisher.country: | Brasil |
| Publisher: | Universidade Federal de Minas Gerais |
| Publisher Initials: | UFMG |
| metadata.dc.publisher.department: | ICB - DEPARTAMENTO DE FARMACOLOGIA ICX - DEPARTAMENTO DE QUÍMICA |
| Rights: | Acesso Aberto |
| metadata.dc.identifier.doi: | http://dx.doi.org/10.21577/0103-5053.20170082 |
| URI: | http://hdl.handle.net/1843/69920 |
| Issue Date: | 2017 |
| metadata.dc.url.externa: | https://jbcs.sbq.org.br/default.asp?ed=260 |
| metadata.dc.relation.ispartof: | Journal of the Brazilian Chemical Society |
| Appears in Collections: | Artigo de Periódico |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| Natural Organic Acid as Green Catalyst for Xanthenones Synthesis.pdf | 913.66 kB | Adobe PDF | View/Open |
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