Synthesis of a Series of Chalcones and Related Flavones and Evaluation of their Antibacterial and Antifungal Activities

Abstract

Background: A series of chalcones and flavones were synthesized from 2’-hydroxyacetophenone and substituted aromatic aldehydes via Simmons-Schmidt condensation followed by oxidative cyclization. Methods: Characterization of the obtained structures was established on the basis of their spectroscopic data. The synthesized compounds were screened for their antimicrobial activities against five bacterial strains (Citrobacter freundii, Staphylococcus aureus, Listeria monocytogenes, Salmonella braenderup, Escherichia coli.) and two fungal strains (Candida albicans, Candida krusei). Results: The in vitro bioassay results indicated that some target compounds displayed moderate (4d, 4e) to high (4a) antifungal activity against the pathogenic fungi C. albicans and C. krusei. Conclusion: For the antibacterial activity, only products 3d and 4d showed a weak antibacterial activity. These compounds can lead to the design of new drugs with specific antifungal activity.

Design, Synthesis and In vitro Antitubercular Effect of New Chalcone Derivatives Coupled with 1,2,3‐Triazoles: A Computational Docking Techniques

“…Chalcone is a core unit in many biologically essential compounds from natural sources (Figure 1). [7] The privileged scaffold chalcone has been an attraction among chemists due to its ease of synthesis, diversity of substituents they may possess and also among biologists due to a wide range of biological activities, including antitubercular, [8] antibacterial, [9] antifungal, [10] antiviral activity, [11] anticancer activity, [12] antiprotozoal activity, [13] antiinflammatory, [14] anti-HIV, [15] EGFR inhibitors, [16] anticonsultant, [17] and antimalarial activity. [18] On the other hand, 1,2,3-triazoles made through a highly adaptable, effective, and selective "Click Reaction" have grown in popularity among synthetic and medicinal chemists due to their improved biological activities as well as their capacity of various functional groups (Figure 1).…”

Synthesis of Chalcones Derivatives and Their Biological Activities: A Review

“…Chalcones are used in several biosynthetic pathways as initial intermediate structures in the production of flavonoids, isoflavonoids, and aurones . A significant part of medicinal chemistry research in the 21st century has been focused on both natural and synthetic chalcones because of their various pharmacological potential including activities and characteristics such as antibacterial, − anti-inflammatory, − analgesic, , anticholinergic, antiplatelet, antiulcer, antioxidant, , antimalarial, anticancer, , antiviral, − antileishmanial, antidiabetic, , immunomodulatory, , aldose reductase inhibition, estrogenic, acetylcholinesterase inhibition, and as non-purine xanthine oxidase inhibitors . Chalcones are highly attractive molecules because of their simple structure, ease of construction, and promising biological applications.…”

Straightforward method for the synthesis of 2H‐furo[3,2‐b]pyran‐2‐one derivatives starting from allomaltol

“…Condensed heterocyclic systems containing both furan and pyrone fragments are presented in various biologically active compounds and natural products [1][2][3][4][5][6][7][8][9]. Among the considered classes of heterocycles 2H-furo [3,2-b]pyran-2-one and their fused analogs are almost not studied.…”