1. Repositório Institucional da UFMG
  2. Publicações Científicas e Culturais
  3. Artigo de Periódico
Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/50615
Full metadata record
DC FieldValueLanguage
dc.creatorAline Teixeira Maciel e Silvapt_BR
dc.creatorCássia Gonçalves Magalhãespt_BR
dc.creatorLucienir Pains Duartept_BR
dc.creatorWagner da Nova Musselpt_BR
dc.creatorAna Lúcia Tasca Gois Ruizpt_BR
dc.creatorLarissa Shiozawapt_BR
dc.creatorJoão Ernesto de Carvalhopt_BR
dc.creatorIzabel Cristina Trindadept_BR
dc.creatorSidney Augusto Vieira Filhopt_BR
dc.date.accessioned2023-03-02T18:53:44Z-
dc.date.available2023-03-02T18:53:44Z-
dc.date.issued2017-
dc.citation.volume53pt_BR
dc.citation.issue3pt_BR
dc.identifier.doihttp://dx.doi.org/10.1590/s2175-97902017000300251pt_BR
dc.identifier.issn2175-9790pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/50615-
dc.description.resumoThe triterpene lupeol (1) and some of its esters are secondary metabolites produced by species of Celastraceae family, which have being associated with cytotoxic activity. We report herein the isolation of 1, the semi-synthesis of eight lupeol esters and the evaluation of their in vitro activity against nine strains of cancer cells. The reaction of carboxylic acids with 1 and DIC/DMAP was used to obtain lupeol stearate (2), lupeol palmitate (3) lupeol miristate (4), and the new esters lupeol laurate (5), lupeol caprate (6), lupeol caprilate (7), lupeol caproate (8) and lupeol 3’,4’-dimethoxybenzoate (9), with high yields. Compounds 1-9 were identified using FT-IR, ¹H, ¹³C-NMR, CHN analysis and XRD data and were tested in vitro for proliferation of human cancer cell activity. In these assays, lupeol was inactive (GI50> 250µg/mL) while lupeol esters 2 -4 and 7 - 9 showed a cytostatic effect. The XRD method was a suitable tool to determine the structure of lupeol and its esters in solid state. Compound 3 showed a selective growth inhibition effect on erythromyeloblastoid leukemia (K-562) cells in a concentration-dependent way. Lupeol esters 4 and 9 showed a selective cytostatic effect with low GI50 values representing promising prototypes for the development of new anticancer drugs.pt_BR
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Geraispt_BR
dc.format.mimetypepdfpt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentFAR - DEPARTAMENTO DE PRODUTOS FARMACÊUTICOSpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.rightsAcesso Abertopt_BR
dc.subjectLupeol/in vitro evaluationpt_BR
dc.subjectLupeol esterpt_BR
dc.subjectK-562 cellspt_BR
dc.subjectXRD methodpt_BR
dc.subjectAntiproliferative effectpt_BR
dc.subject.otherQuímica analíticapt_BR
dc.subject.otherQuímica farmacêuticapt_BR
dc.subject.otherCélulas cancerosas - Crescimentopt_BR
dc.subject.otherCélulas cancerosas - Proliferaçãopt_BR
dc.subject.otherAgentes antineoplásicospt_BR
dc.subject.otherLeucemiapt_BR
dc.subject.otherQuímica farmacêuticapt_BR
dc.subject.otherFourier, Espectroscopia de infravermelho por transformada dept_BR
dc.subject.otherEspectroscopia de ressonancia nuclearpt_BR
dc.subject.otherRaios X - Difraçãopt_BR
dc.titleLupeol and its esters: NMR, powder XRD data and in vitro evaluation of cancer cell growthpt_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://www.scielo.br/j/bjps/a/QRr4cmTQN4F9frHNbwcGXYB/?lang=enpt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-8885-6625pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-9768-9830pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-0844-8702pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-8171-8035pt_BR
Appears in Collections:Artigo de Periódico

Files in This Item:
File Description SizeFormat 
Lupeol and its esters.pdf649.68 kBAdobe PDFView/Open
Show simple item record


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.