Synthesis and Biological Evaluation of New Eugenol Mannich Bases as Promising Antifungal Agents
Citations Over TimeTop 10% of 2014 papers
Abstract
New Mannich base-type eugenol derivatives were synthesized and evaluated for their anticandidal activity using a broth microdilution assay. Among the synthesized compounds, 4-allyl-2-methoxy-6-(morpholin-4-ylmethyl) phenyl benzoate (7) and 4-{5-allyl-2-[(4-chlorobenzoyl)oxy]-3-methoxybenzyl}morpholin-4-ium chloride (8) were found to be the most effective antifungal compounds with low IC50 values, some of them well below those of reference drug fluconazole. The most significant IC50 values were those of 7 against C. glabrata (1.23 μm), C. albicans and C. krusei (both 0.63 μm). Additionally, the synthesized compounds were evaluated for their in vitro cytotoxic effects on human mononuclear cells. As result, the cytotoxic activity of eugenol in eukaryotic cells decreased with the introduction of the morpholinyl group. Given these findings, we point out compounds 7 and 8 as the most promising derivatives because they showed potency values greater than those of eugenol and fluconazole and they also presented high selectivity indexes.
Related Papers
- → Antioxidant and Anti-Inflammatory Activities of Eugenol and Its Derivatives from Clove (Eugenia caryophyllata Thunb.)(2011)46 cited
- → EVALUATING THE ANTI-MICROBIAL EFFECT OF EUGENOL EXTRACTED FROM OCIMUM SANCTUM(2016)2 cited
- → A Comparison of the Inflammatory Response Produced by Commercial Eugenol and Purified Eugenol(1981)19 cited
- Modifikacija eugenola djelovanjem peroksidaza(2018)