engleski

Ferrocene-containing asymmetric curcuminoid pyrazoles – a new potentially biologically active compounds

Curcuminoids are the most active ingredients of turmeric rhizome (Curcuma species -Zingiberaceae) that originates from India, Southeast Asia and Indonesia, amongst which curcumin (1, 7-bis-(4-hydroxy-3-methoxyphenyl)-1, 6-heptadiene-3, 5-dione) is the most studied and showed a wild range of interesting biological activities, such as anti-inflammatory, antioxidant, antimicrobial, neuroprotective, antimutagenic, anticarcinogenic and chemopreventive activities 1, 2. In spite of its broad spectrum of activities and non-toxicity even at high dosages, curcumin has poor oral bioavailability due to its low water and plasma solubility as well as its instability under physiological conditions which limits its clinical application 3, 4. Whereas presence of the methylene group and β-diketone moiety contributes to rapid degradation of curcumin, different curcumin analogues without β-diketone moiety have been synthesized and they mostly showed retained or increased various biological activities 2. Notable among these synthetic compounds are symmetric and asymmetric curcuminoid pyrazoles, in which 1, 3-diketone-enol system has been masked and rigidized with heterocyclic pyrazole ring. Due to their interesting pharmacological properties they are subject of many research papers 5. Herein is presented a synthesis of new asymmetric curcuminoid pyrazoles containing the ferrocene moiety (Figure 1) whose biological evaluation, such as antioxidant, antimicrobial and cytotoxic activities, will be studied.

Ferrocene, Curcuminoid analogues, Curcuminoid pyrazoles

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