| Autor: |
Fontana G; Department of Biological, Chemical and Pharmaceutical Sciences and Technologies (STEBICEF), University of Palermo, Viale delle Scienze, 90128 Palermo, Italy.; NBFC, National Biodiversity Future Center, 90133 Palermo, Italy., Badalamenti N; Department of Biological, Chemical and Pharmaceutical Sciences and Technologies (STEBICEF), University of Palermo, Viale delle Scienze, 90128 Palermo, Italy.; NBFC, National Biodiversity Future Center, 90133 Palermo, Italy., Bruno M; Department of Biological, Chemical and Pharmaceutical Sciences and Technologies (STEBICEF), University of Palermo, Viale delle Scienze, 90128 Palermo, Italy.; NBFC, National Biodiversity Future Center, 90133 Palermo, Italy.; Centro Interdipartimentale di Ricerca 'Riutilizzo Bio-Based degli Scarti da Matrici Agroalimentari' (RIVIVE), University of Palermo, Viale delle Scienze, 90128 Palermo, Italy., Maggi F; Chemistry Interdisciplinary Project (ChIP) Research Center, University of Camerino, Via Madonna delle Carceri, 62032 Camerino, Italy., Dell'Annunziata F; Department of Medicine, Surgery and Dentistry, 'Scuola Medica Salernitana', University of Salerno, 84081 Baronissi, Italy.; Department of Experimental Medicine, University of Campania Luigi Vanvitelli, 80138 Naples, Italy., Capuano N; Department of Medicine, Surgery and Dentistry, 'Scuola Medica Salernitana', University of Salerno, 84081 Baronissi, Italy., Varcamonti M; Department of Biology, University of Naples, Federico II, Via Cinthia, 80126 Naples, Italy., Zanfardino A; Department of Biology, University of Naples, Federico II, Via Cinthia, 80126 Naples, Italy. |
| Abstrakt: |
Triterpene acids are a class of pentacyclic natural carboxylic compounds endowed with a variety of biological activities including antitumor, antimicrobial, and hepatoprotective effects. In this work, several oleanolic acid derivatives were synthesized by structurally modifying them on the C-3 position. All synthesized derivatives were evaluated for possible antibacterial and antiviral activity, and among all the epimers, 6 and 7 demonstrated the best biological activities. Zone-of-inhibition analyses were conducted against two strains, E. coli as a Gram-negative and S. aureus as a Gram-positive model. Subsequently, experiments were performed using the microdilution method to determine the minimum inhibitory concentration (MIC). The results showed that only the derivative with reduced hydrogen bonding ability on ring A possesses remarkable activity toward E. coli . The conversion from acid to methyl ester implies a loss of activity, probably due to a reduced affinity with the bacterial membrane. Before the antiviral activity, the cytotoxicity of triterpenes was evaluated through a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Samples 6 and 7 showed less than 50% cytotoxicity at 0.625 and 1 mg/mL, respectively. The antiviral activity against SARS-CoV-2 and PV-1 did not indicate that triterpene acids had any inhibitory capacity in the sub-toxic concentration range. |
