10-undecanhydroxamic acid, a hydroxamate derivative of the undecanoic acid, has strong antimicrobial activity through a mechanism that limits iron availability.
Undecanoic acid (UDA) is a fatty acid with significant antimycotic activity. In this work we have synthesized 10-undecanhydroxamic acid, a hydroxamate derivative of the UDA, and tested its antimicrobial activity on different microorganisms. Our results demonstrate that this compound has higher efficacy than UDA against a variety of fungi and bacteria. Analysis of the intracellular concentration of protein involved in iron transport in Salmonella enterica serovar Typhimurium suggests that its antimicrobial effect actually relies on the ability to chelate iron ions, providing an efficient mechanism to interfere with microbial growth.
Ammendola
Serena
S
Dipartimento di Biologia, Università di Roma Tor Vergata, Rome, Italy.
Lembo
Angelo
A
Battistoni
Andrea
A
Tagliatesta
Pietro
P
Ghisalberti
Carlo
C
Desideri
Alessandro
A
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D002614:Chelating Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects*; D006877:Hydroxamic Acids / Q000138:chemical synthesis / Q000494:pharmacology*; D007501:Iron / Q000037:antagonists & inhibitors*; D012486:Salmonella typhimurium / Q000378:metabolism
C542578:10-undecanhydroxamic acid; D000900:Anti-Bacterial Agents; D002614:Chelating Agents; D006877:Hydroxamic Acids; D007501:Iron