engleski

Biological potential of ferrocene-containing peptides

As multidrug-resistant bacterial strains become more widespread and numerous, it is important to provide effective antimicrobial agents to protect health. The ability to design and synthesize mimetics of natural peptides folded into predictable secondary structures contributes to their drug-like properties. The ferrocene template, when inserted into the peptide backbone, induces the formation of -helices, turns, and -sheets. Its stability, nontoxicity, and lipophilicity enable the use of ferrocene in medicinal chemistry for derivatization of drugs and natural products. Since ferrocene peptides are recognized as effective antimicrobial and antioxidant agents, the conformational and biological evaluation of ferrocene peptides 1 (Ac-L-Ala-D-Pro-NH-Fn-NH-D-Pro-Boc) and 2 (Ac-D-Ala-D-Pro-NH-Fn- NH-L-Pro-Boc) are studied in this work. Peptides 1 and 2 were subjected to spectroscopic and DFT analysis, followed by evaluation of (i) antimicrobial (disc diffusion and nutrient broth dilution method with determination of MIC) and (ii) antioxidant activity (FRAP and DPPH). The results obtained revealed that the MIC values for the tested bacteria and yeasts are above 2 mM. The antioxidant activity (1 mM) measured by the FRAP method corresponds to 0.9 mM Trolox, while the results obtained by the DPPH method show that their antioxidant activity corresponds to the those of 0.05 mM Trolox.

ferrocene peptides, antimicrobial activity, antioxidative activity

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