2. Academic Validation
  3. Prenylated Diresorcinols Inhibit Bacterial Quorum Sensing

Prenylated Diresorcinols Inhibit Bacterial Quorum Sensing

  • J Nat Prod. 2019 Mar 22;82(3):550-558. doi: 10.1021/acs.jnatprod.8b00925.
Noemi D Paguigan 1,  José Rivera-Chávez 1,  Justin J Stempin 1,  Mario Augustinović 1,  Aleksandra I Noras 1,  Huzefa A Raja 1,  Daniel A Todd 1,  Kathleen D Triplett 2,  Cynthia Day 3,  Mario Figueroa 4,  Pamela R Hall 2,  Nadja B Cech 1,  Nicholas H Oberlies 1
Affiliations

Affiliations

  • 1 Department of Chemistry and Biochemistry , University of North Carolina at Greensboro , Greensboro , North Carolina 27402 , United States.
  • 2 Department of Pharmaceutical Sciences, College of Pharmacy , University of New Mexico , Albuquerque , New Mexico 87131 , United States.
  • 3 Department of Chemistry , Wake Forest University , Winston-Salem , North Carolina 27109 , United States.
  • 4 Facultad de Química , Universidad Nacional Autónoma de México , Ciudad de México 04510 , México.
PMID: 30730742 DOI: 10.1021/acs.jnatprod.8b00925
Abstract

Current treatment options for Bacterial infections are dependent on Antibiotics that inhibit microbial growth and viability. These approaches result in the evolution of drug-resistant strains of bacteria. An anti-infective strategy that is less likely to lead to the development of resistance is the disruption of quorum sensing mechanisms, which are involved in promoting virulence. The goal of this study was to identify Fungal metabolites effective as quorum sensing inhibitors. Three new prenylated diresorcinols (1-3), along with two known compounds, (4 R) -regiolone and decarboxycitrinone, were isolated from a freshwater fungus (Helotiales sp.) from North Carolina. Their structures were assigned on the basis of HRESIMS and NMR experiments. The structure of compound 1 was confirmed via X-ray diffraction analysis, and its absolute configuration was established by TDDFT-ECD and optical rotation calculations. Compounds 1-3 suppressed quorum sensing in a clinical isolate of methicillin-resistant Staphylococcus aureus (MRSA), with IC50 values ranging from 0.3 to 12.5 μM. These compounds represent potential leads in the development of antivirulence therapeutics.

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