Chalcone derivatives as potential antifungal agents: Synthesis, and antifungal activity

Abstract

Much research has been carried out with the aim to discover the therapeutic values of chalcone derivatives. Chalcones possess wide range of pharmacological activity such as antibacterial, antimalarial, antiprotozoal, antitubercular, anticancer, and antifungal agents etc. The presence of reactive α,β-unsaturated keto group in chalcones is found to be responsible for their biological activity. The rapid developments of resistance to antifungal agents, led to design, and synthesize the new antifungal agents. The derivatives of chalcones were prepared using Claisen–Schmidt condensation scheme with appropriate tetralone and aldehyde derivatives. Ten derivatives were synthesized and were biologically screened for antifungal activity. The newly synthesized derivatives of chalcone showed antifungal activity against fungal species, Microsporum gypseum. The results so obtained were superior or comparable to ketoconazole. It was observed that none of the compounds tested showed positive results for fungi Candida albicans nor against fungi Aspergillus niger. Chalcone derivatives showed inhibitory effect against M. gypseum species of fungus. It was found that among the chalcone derivatives so synthesized, two of them, that is, 4-chloro derivative, and unsubstituted derivative of chalcone showed antifungal activity superior to ketoconazole. Thus, these can be the potential new molecule as antifungal agent.

Antimicrobial, Anti-Inflammatory and Antioxidant Activities of Polyoxygenated Chalcones

“…Since chalcones with different substituents than the ones synthesized here have shown antifungal activities in several previous papers, [51][52][53][54][55][56][57][58] the antifungal properties of these compounds could add new interesting data on the antifungal behavior of chalcones. Thus, the nine chalcones 11-19 were tested for antifungal properties against the clinically important yeasts C. albicans (ATCC 10231) and C. neoformans (ATCC 32264).…”

Study of the antibacterial and antifungal activities of synthetic benzyl bromides, ketones, and corresponding chalcone derivatives

“…The results obtained showed that the tested chalcone derivatives that contain aromatic amine substituents have no antibacterial or antifungal activity against all the tested clinical pathogenic species of bacteria and fungi. Many chalcones are known to exhibit reasonable antimicrobial and antifungal activity due to the presence of α,β-unsaturated carbonyl groups that can enhance the activity 3,4. In case of chalcone derivatives (3a–c), there are more than one α,β-unsaturated carbonyl group (chalcone) substituted on one benzene ring, which leads to electronic and steric interactions between the substituents.…”

“…Chalcones are used as precursors in the biosynthesis of flavonoids and isoflavonoids. Some of them were found to have remarkable biological activities and can act as antibacterial,2 antifungal,3 antiinflammatory,4 antimalarial,5 and anticancer agents 6. The presence of α,β-unsaturated carbonyl moiety as the functional group makes the chalcones biologically active 7.…”

Design and Synthesis of Fluorinated and/or Hydroxylated 2‐Arylidene‐1‐indanone Derivatives as an Inhibitor of LPS‐stimulated ROS Production in RAW 264.7 Macrophages with Structure–Activity Relationship Study

“…Chalcones (Figure (b)) are a well‐known class of natural products belonging to a family of flavonoid. Displaying a diverse range of therapeutically important properties as antibacterial, antiviral, anti‐fungal, anti‐inflammatory, anti‐oxidant, and anti‐tumor agents, they have attracted much of interest in the field of medicinal chemistry. Recently many studies have been carried out by introducing a slight modification into the chalcone backbone to obtain compounds with better anti‐oxidative and anti‐inflammatory activity …”