Please use this identifier to cite or link to this item:
https://hdl.handle.net/10316/107437
Title: | Synthesis and structure-activity relationships of new chiral spiro-β-lactams highly active against HIV-1 and Plasmodium | Authors: | Alves, Nuno Guerreiro Bártolo, Inês Alves, Américo J. S. Fontinha, Diana Francisco, Denise Lopes, Susana M. M. Soares, Maria I. L. Simões, Carlos J. V. Prudêncio, Miguel Taveira, Nuno Pinho e Melo, Teresa M. V. D. |
Keywords: | 1,3-Dipolar cycloaddition; 2-Butynoates; Allenes; Anti-HIV agents; Antiplasmodial agents; Phosphane-catalyzed [3+2] annulations; Spiro-3H-pyrazole-β-lactams; Spiro-penicillanates; Spirocyclic compounds; Spirocyclopentenyl-β-lactams; β-Lactams | Issue Date: | 5-Jul-2021 | Publisher: | Elsevier | Project: | The authors thank Coimbra Chemistry Centre (CQC), supported by the Portuguese Agency for Scientific Research, “Fundaç~ao para a Ci^encia e a Tecnologia” (FCT) through project UIDB/00313/2020 and UIDP/00313/2020, co-funded by COMPETE2020-UE. iMed. ULisboa, Faculdade de Farm acia de Lisboa, Portugal, is supported by FCT through Projects UIDB/04138/2020 and UIDP/04138/2020, cofunded by COMPETE2020-UE. Miguel Prud^encio acknowledges FCT for grant PTDC/SAU-INF/29550/2017. Nuno Guerreiro Alves and Am erico J. S. Alves thank FCT for fellowships PD/BD/135287/2017 and SFRH/BD/128910/2017, respectively. | Serial title, monograph or event: | European Journal of Medicinal Chemistry | Volume: | 219 | Abstract: | The synthesis and antimicrobial activity of new spiro-β-lactams is reported. The design of the new molecules was based on the structural modulation of two previously identified lead spiro-penicillanates with dual activity against HIV and Plasmodium. The spiro-β-lactams synthesized were assayed for their in vitro activity against HIV-1, providing relevant structure-activity relationship information. Among the tested compounds, two spirocyclopentenyl-β-lactams were identified as having remarkable nanomolar activity against HIV-1. Additionally, the same molecules showed promising antiplasmodial activity, inhibiting both the hepatic and blood stages of Plasmodium infection. | URI: | https://hdl.handle.net/10316/107437 | ISSN: | 02235234 | DOI: | 10.1016/j.ejmech.2021.113439 | Rights: | embargoedAccess |
Appears in Collections: | I&D CQC - Artigos em Revistas Internacionais |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
Alves2021EurJMedChem.pdf | 2.38 MB | Adobe PDF | View/Open |
SCOPUSTM
Citations
18
checked on Apr 22, 2024
WEB OF SCIENCETM
Citations
16
checked on Apr 2, 2024
Page view(s)
53
checked on Apr 23, 2024
Download(s)
25
checked on Apr 23, 2024
Google ScholarTM
Check
Altmetric
Altmetric
This item is licensed under a Creative Commons License