Utilize este identificador para referenciar este registo:
https://hdl.handle.net/10316/90921
Campo DC | Valor | Idioma |
---|---|---|
dc.contributor.author | Alves, Américo J. S. | - |
dc.contributor.author | Alves, Nuno G. | - |
dc.contributor.author | Caratão, Cátia C. | - |
dc.contributor.author | Esteves, Margarida I. M. | - |
dc.contributor.author | Fontinha, Diana | - |
dc.contributor.author | Bártolo, Inês | - |
dc.contributor.author | Soares, Maria I. L. | - |
dc.contributor.author | Lopes, Susana M. M. | - |
dc.contributor.author | Prudêncio, Miguel | - |
dc.contributor.author | Taveira, Nuno | - |
dc.contributor.author | Melo, Teresa M. V. D. Pinho e | - |
dc.date.accessioned | 2020-09-10T15:19:23Z | - |
dc.date.available | 2020-09-10T15:19:23Z | - |
dc.date.issued | 2020 | - |
dc.identifier.issn | 15680266 | pt |
dc.identifier.uri | https://hdl.handle.net/10316/90921 | - |
dc.description.abstract | Introduction: Structural modulation of previously identified lead spiro-β-lactams with antimicrobial activity was carried out. Objective: The main objective of this work was to synthesize and evaluate the biological activity of novel spiro-lactams based on previously identified lead compounds with antimicrobial activity. Methods: The target chiral spiro-γ-lactams were synthesized through 1,3-dipolar cycloaddition reaction of a diazo-γ-lactam with electron-deficient dipolarophiles. In vitro activity against HIV and Plasmodium of a wide range of spiro-β-lactams and spiro-γ-lactams was evaluated. Among these compounds, one derivative with good anti-HIV activity and two with promising antiplasmodial activity (IC50 < 3.5 µM) were identified. Results: A novel synthetic route to chiral spiro-γ-lactams has been established. The studied β- and γ- lactams were not cytotoxic, and three compounds with promising antimicrobial activity were identified, whose structural modulation may lead to new and more potent drugs. Conclusion: The designed structural modulation of biologically active spiro-β-lactams involved the replacement of the four-membered β-lactam ring by a five-membered γ-lactam ring. Although conformational and superimposition computational studies revealed no significant differences between β- and γ- lactam pharmacophoric features, the studied structural modulation did not lead to compounds with a similar biological profile. The observed results suggest that the β-lactamic core is a requirement for the activity against both HIV and Plasmodium. | pt |
dc.language.iso | eng | pt |
dc.publisher | Bentham Science | pt |
dc.relation | info:eu-repo/grantAgreement/FCT/OE/SFRH/BD/128910/2017/PT/Novel spiro-lactams as new antimicrobial agents | pt |
dc.relation | info:eu-repo/grantAgreement/FCT/9471 - RIDTI/PTDC/SAU-INF/29550/2017/PT/Enabling strategies for enhanced whole-sporozoite malaria vaccines | pt |
dc.relation | info:eu-repo/grantAgreement/FCT/POR_CENTRO/PD/BD/135287/2017/PT/Broadening the spectrum of spito-B-lactams antiviral activity: from new targets identification to the discovery of new compounds with anti-influenza activity. | pt |
dc.relation | info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UID/QUI/00313/2019/PT/Coimbra Chemistry Center | pt |
dc.rights | embargoedAccess | pt |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | pt |
dc.subject | 5-Oxohexahydropyrrolo[2,1-b]thiazoles | pt |
dc.subject | Anti-HIV Agents | pt |
dc.subject | Antiplasmodial Agents | pt |
dc.subject | Diazo Compounds | pt |
dc.subject | Dipolar Cycloaddition | pt |
dc.subject | Spiro-penicillanate | pt |
dc.subject | Spiro-γ-lactams | pt |
dc.title | Spiro-Lactams as Novel Antimicrobial Agents | pt |
dc.type | article | - |
degois.publication.firstPage | 140 | pt |
degois.publication.lastPage | 152 | pt |
degois.publication.issue | 2 | pt |
degois.publication.title | Current Topics in Medicinal Chemistry | pt |
dc.relation.publisherversion | https://www.eurekaselect.com/176397/article | pt |
dc.peerreviewed | yes | pt |
dc.identifier.doi | 10.2174/1568026619666191105110049 | pt |
degois.publication.volume | 20 | pt |
dc.date.embargo | 2020-12-31 | * |
uc.date.periodoEmbargo | 365 | pt |
item.fulltext | Com Texto completo | - |
item.grantfulltext | open | - |
item.languageiso639-1 | en | - |
item.cerifentitytype | Publications | - |
item.openairetype | article | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.orcid | 0000-0001-8860-0470 | - |
crisitem.author.orcid | 0000-0002-1580-5667 | - |
crisitem.author.orcid | 0000-0003-3256-4954 | - |
Aparece nas coleções: | I&D CQC - Artigos em Revistas Internacionais |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
---|---|---|---|---|
Alves2020CurrTopMedChem.pdf | 1.44 MB | Adobe PDF | Ver/Abrir |
Citações SCOPUSTM
17
Visto em 30/set/2024
Citações WEB OF SCIENCETM
10
16
Visto em 2/set/2024
Visualizações de página
273
Visto em 24/set/2024
Downloads
367
Visto em 24/set/2024
Google ScholarTM
Verificar
Altmetric
Altmetric
Este registo está protegido por Licença Creative Commons