G. Alves, NunoBártolo, InêsAlves, AméricoFontinha, DianaFrancisco, DeniseLopes, Susana M. M.Soares, Maria I. L.Simões, Carlos J. V.Prudêncio, MiguelTaveira, NunoMelo, Teresa M. V. D. Pinho E2023-08-212023-08-212021Alves NG, Bártolo I, Alves AJS, Fontinha D, Francisco D, Lopes SMM, et al. Synthesis and structure-activity relationships of new chiral spiro-β-lactams highly active against HIV-1 and Plasmodium. European Journal of Medicinal Chemistry [Internet]. 5 de julho de 2021;219:113439. Disponível em: https://www.sciencedirect.com/science/article/pii/S022352342100288917683254 02235234http://hdl.handle.net/10451/58949The 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.engAnti-HIV AgentsAntiplasmodial AgentsSpiro-penicillanatesb-LactamsSpirocyclic compoundsSpiro-3H-pyrazole-b-lactamspirocyclopentenyl-b-lactams1,3-Dipolar CycloadditionPhosphane-catalyzed [3þ2] annulationsAllenes2-butynoatesjournal article2023-02-03cv-prod-285614110.1016/j.ejmech.2021.1134392-s2.0-85104448348