Biological Evaluation and Conformational Preferences of Ferrocene Dipeptides with Hydrophobic Amino Acids

Despite the large number of peptidomimetics with incorporated heteroannularly functionalized ferrocenes, few studies have investigated their bioactivity. Here, we report biological evaluation and conformational analysis enantiomeric dipeptides derived from 1′-aminoferrocene-1-carboxylic acid (Fca) hydrophobic amino acids (AA = Val, Leu, Phe). The properties Y-AA-Fca-OMe (Y Ac, Boc) were elucidated by experimental (IR, NMR, CD, X-ray) theoretical (DFT) methods. prepared screened for antimicrobial activity against selected Gram-positive Gram-negative bacteria, lactic bacteria yeasts, while antioxidant was tested DPPH FRAP Of all compounds tested, dipeptide d-2a showed best antibacterial S. aureus, B. subtilis, P. aeruginosa at a concentration 2 mM. time–kill curves that concentration- time-dependent. Chirality (d-) more polar-protecting group (Ac) found to affect activity, both antioxidant. All peptides are considered be highly chemically stable in acidic buffer media. Dipeptides d-1a–3a, which subjected determination proteolytic revealing very good resistance proteolysis presence chymotrypsin.