hrvatski

Utjecaj kiralnosti leucina na konformaciju i biološku aktivnost ferocenskih dipeptida izvedenih iz ferocen-1,1'-diamina i leucina

Ferrocene peptides are often used as peptidomimetics because it is known that the conjugation of ferrocene core (Fcd, Fca, Fcda) and different amino acids leads to the formation of intramolecular hydrogen bonds that induce the formation of several elements of secondary structure. [1, 2] Addition of L- or D-leucine to antimicrobial peptide brevinin-1OS can affect improvement of antibacterial and anticancer activity to be ten times stronger than parent peptide. [3] To examine the influence of ferrocene synthone itself, the chirality of leucine (D- / L-) and the influence of protecting groups on the chiral arrangement and biological activity of prepared peptides, we decided to prepare homochiral and heterochiral ferrocene dipeptides Ac-L(D)-Leu-NH- Fn-NH-L(D)-Leu-Boc (1-4). The prepared dipeptides were examined by spectroscopic analysis (IR, NMR, and CD spectroscopy), followed by biological evaluation which included determination of antimicrobial activity (disk-diffusion method and nutrient broth dilution method with determination of MIC values) and determination of antioxidant activity (DPPH and FRAP methods).

ferocen ; peptidomimetici ; konformacijska analiza ; antimikrobna aktivnost ; antioksidacijska aktivnost

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