Natural organic acid as green catalyst for xanthenones synthesis: methodology, mechanism and calcium channel blocking activity
| dc.creator | Bruna Silva Terra Diniz | |
| dc.creator | Daniella Bonaventura | |
| dc.creator | Heitor Avelino de Abreu | |
| dc.creator | Antônio Flávio de Carvalho Alcântara | |
| dc.creator | Ângelo de Fátima | |
| dc.creator | Aura María Blandón Osorio | |
| dc.creator | Aline de Oliveira | |
| dc.creator | Rebeca Priscila de Melo Santos | |
| dc.creator | Andressa Pereira Mouro | |
| dc.creator | Natália Ferreira de Araújo | |
| dc.creator | Cameron Capeletti da Silva | |
| dc.creator | Felipe Terra Martins | |
| dc.creator | Luciene Bruno Vieira | |
| dc.date.accessioned | 2024-07-09T18:30:05Z | |
| dc.date.accessioned | 2025-09-09T00:24:57Z | |
| dc.date.available | 2024-07-09T18:30:05Z | |
| dc.date.issued | 2017 | |
| dc.description.sponsorship | CNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico | |
| dc.description.sponsorship | FAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais | |
| dc.description.sponsorship | CAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior | |
| dc.description.sponsorship | Outra Agência | |
| dc.format.mimetype | ||
| dc.identifier.doi | http://dx.doi.org/10.21577/0103-5053.20170082 | |
| dc.identifier.issn | 0103-5053 | |
| dc.identifier.uri | https://hdl.handle.net/1843/69920 | |
| dc.language | eng | |
| dc.publisher | Universidade Federal de Minas Gerais | |
| dc.relation.ispartof | Journal of the Brazilian Chemical Society | |
| dc.rights | Acesso Aberto | |
| dc.subject | Ácidos orgânicos | |
| dc.subject | Aldeídos | |
| dc.subject | Fenóis | |
| dc.subject | Xantona | |
| dc.subject | Superfícies de energia potencial | |
| dc.subject | Espectros vibracionais | |
| dc.subject.other | Xanthenones | |
| dc.subject.other | Natural organic acid | |
| dc.subject.other | Theoretical calculations | |
| dc.subject.other | Calcium channels blockers | |
| dc.title | Natural organic acid as green catalyst for xanthenones synthesis: methodology, mechanism and calcium channel blocking activity | |
| dc.type | Artigo de periódico | |
| local.citation.epage | 2325 | |
| local.citation.issue | 12 | |
| local.citation.spage | 2313 | |
| local.citation.volume | 28 | |
| local.description.resumo | 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. | |
| local.identifier.orcid | https://orcid.org/0000-0003-2344-5590 | |
| local.identifier.orcid | https://orcid.org/0000-0001-5253-4918 | |
| local.identifier.orcid | https://orcid.org/0000-0003-1971-9675 | |
| local.identifier.orcid | https://orcid.org/0000-0001-5175-8370 | |
| local.publisher.country | Brasil | |
| local.publisher.department | ICB - DEPARTAMENTO DE FARMACOLOGIA | |
| local.publisher.department | ICX - DEPARTAMENTO DE QUÍMICA | |
| local.publisher.initials | UFMG | |
| local.url.externa | https://jbcs.sbq.org.br/default.asp?ed=260 |