Representative LC/UV chromatogram under typical analytical conditions (C18 column; mobile phase: 5–100% ACN / H2O (0.05% H3PO4), linear gradient 20 min; flow rate: 0.2 mL/min; detection: 210 nm).
NMR Spectral Data
Representative 1H NMR (500 MHz) spectrum confirming the structure of Ambuic Acid. Representative 13C NMR (125 MHz) spectrum supporting structural assignment of Ambuic Acid.
Source Organism
Pestalotipsis sp.
Summary
Ambuic Acid is a fungal-derived quorum sensing inhibitor that blocks AIP biosynthesis in Gram-positive bacteria and is studied in antivirulence research.
Details
Ambuic acid is a fungal polyketide identified as an inhibitor of quorum sensing signal biosynthesis in Gram-positive pathogens. It suppresses autoinducing peptide (AIP) production in methicillin-resistant Staphylococcus aureus (MRSA) with micromolar potency and selectively downregulates the quorum-sensing regulon without impairing bacterial viability. In vivo studies demonstrate reduced abscess formation in murine MRSA infection models following ambuic acid treatment. Mechanistic studies reveal inhibition of cyclic peptide quorum-sensing signal biosynthesis in multiple Gram-positive bacteria, including Staphylococcus aureus, Enterococcus faecalis, and Listeria species. The epoxide moiety is implicated in quorum-sensing inhibition of agr and fsr systems. These findings establish ambuic acid as a broad-spectrum anti-virulence agent targeting signal biosynthesis rather than bacterial growth, supporting its development as a lead structure against antibiotic-resistant infections.