Alves, Nuno GuerreiroBártolo, InêsAlves, Américo J.S.Fontinha, DianaFrancisco, DeniseLopes, Susana M.M.Soares, Maria I.L.Simões, Carlos J.V.Prudêncio, MiguelTaveira, NunoMelo, Teresa Pinho e2021-09-082021-09-082021Eur J Med Chem. 2021 Jul 5;219:1134390223-5234http://hdl.handle.net/10451/49470© 2021 Elsevier Masson SAS. All rights reserved.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.eng3-Dipolar cycloaddition2-ButynoatesAllenesAnti-HIV agentsAntiplasmodial agentsPhosphane-catalyzed [3+2] annulationsSpiro-3H-pyrazole-β-lactamsSpiro-penicillanatesSpirocyclic compoundsSpirocyclopentenyl-β-lactamsβ-Lactamsjournal article10.1016/j.ejmech.2021.1134391768-3254