| Popis: |
Resveratrol and curcumin are naturally occurring polyphenols with a variety of biological benefits including antioxidative, antimicrobial, anti-inflammatory, neuroprotective and anticancer properties. However, due to their low bioavailability, structural modifications of natural compounds represent an important approach for improving stability, bioavailability and pharmacological activity. Ferrocene is an organometallic compound consisting of two cyclopentadienyl rings bound to a central iron atom in the so-called sandwich structure. Due to its redox properties and high lipophilicity and stability, bioisosteric replacement of phenyl ring with ferrocenyl group may lead to enhancement of biological activity. The aim of this study was to investigate antimicrobial and antioxidative activity of synthesized ferrocenecontaining resveratrol and curcumin derivatives. The antimicrobial activity of ferrocene compounds was evaluated against Gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis, Enterococcus faecium, Listeria monocytogenes), Gram-negative bacteria (Pseudomonas aeruginosa, Escherichia coli, Salmonella enterica s. Typhimurium), lactic acid bacteria (Leuconostoc mesenteroides, Lactobacillus plantarum) and yeasts (Candida albicans, Candida utilis, Rhodotorula sp, Saccharomyces cerevisiae) using a disc diffusion method. Antioxidant activity was evaluated by the 1, 1-diphenyl-2-picryl-hydrazyl free radical scavenging assay. Six ferrocene-containing curcumin derivatives were found to have inhibitory activity on yeasts (1 mg/disc), while no growth inhibition was observed in any bacterial species. All test compounds at 1 mM concentration showed moderate antioxidant activity in the range of 0.0-0.44 mM Trolox equivalent. In conclusion, six out of ten synthesized curcumin analogues exhibited the antifungal activity, but the antioxidant activity was lower compared to curcumin. On the other hand, the triester derivative of resveratrol showed no antimicrobial activity, and the antioxidant activity was also lower compared to resveratrol. |
