Long-chain 3-acyl-4-hydroxycoumarins: structure and antibacterial activity

Archiv der Pharmazie
Giancarlo CravottoMarco Boccalini

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.

Citations

Jan 26, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yasameen K Al-MajedyAbu Bakar Mohamad
Jan 26, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Antigoni KotaliDimitra J Hadjipavlou-Litina
Jul 27, 2010·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Milan MladenovićSlavica Solujić
Jan 28, 2017·Oxidative Medicine and Cellular Longevity·Ali H El-FarHazem M Shaheen

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