Long‐Chain 3‐Acyl‐4‐hydroxycoumarins: Structure and Antibacterial Activity

Abstract

By reacting 4-hydroxycoumarin with long-chain acyl chlorides, a number of new 3-acyl derivatives were prepared and the relationship was studied between their structures and activities against Staphylococcus aureus ATCC 6538, Staphylococcus epidermidis ATCC 12228, and Propionibacterium acnes ATCC 11827. Antibacterial activity was associated with enolic tautomers of a tricarbonylmethane group bearing a lipophilic side chain (undec-10-enoyl, undec-10-ynoyl, palmitoyl or octadec-9-enoyl). A newly synthesized 2-acyl derivative of 2H-indene-1,3-dione containing the same tricarbonylmethane motif showed a comparable activity.

Dietary Supplementation of Phoenix dactylifera Seeds Enhances Performance, Immune Response, and Antioxidant Status in Broilers

“…Cinnamic acid and its derivatives were identified in P. dactylifera seeds of different date varieties [24–27]. More than 1300 coumarins have been documented from plant seeds, roots, and leaves possess an antioxidant, anticancer, anti-inflammatory, and antimicrobial properties [28–32]. …”

An efficient synthesis of some new isolated and fused 2-oxo-2H-chromene derivatives as antimicrobial and antitumor agents

“…Fused and isolated 2-oxo-2H-chromenes (coumarins) comprise a very interesting class of compounds due to their significant antibacterial [1], antifungal [2][3][4], antimycobecterial [5,6], anticoagulants [7,8], inhibition of some enzymes [9,10] and antitumor [11][12][13] activities. With the expectations to find biological activity, we decided to investigate the synthesis of some novel systems of 2-oxo-2H-chromene derivatives bearing fused and isolated moieties.…”

An efficient cyclocondensation reactions, antimicrobial activity and molecular orbital calculations of α-benzopyrone derivatives

“…-Benzopyrone derivatives constitute an important class of oxygenated heterocycles [1]. Many compounds containing the benzopyrone nucleus, both naturally occurring and synthetic, are known to exhibit pharmacological activity such as antifungal [2][3][4], antibacterial [5], anti-mycobacterial [6,7], anticoagulants [8,9], inhibitors of some enzymes [10,11], and antitumor [12][13][14]. With the expectations to find biological activity, we decided to investigate the synthesis of some novel systems of -benzopyrone derivatives bearing fused and isolated moiety.…”