Antibacterial activity of prenylated benzopyrans from Peperomia obtusifolia (Piperaceae)

Nat Prod Res. 2021 May;35(10):1706-1710. doi: 10.1080/14786419.2019.1628751. Epub 2019 Jun 14.

Abstract

Peperomia obtusifolia is a herbaceous perennial plant native to the Americas reported as a traditional medicine to treat snake bites and as a skin cleanser. The bioassay-guided fractionation of crude extracts from aerial parts of P. obtusifolia against a panel of clinically important fungi and bacteria, showed that hexane and dichloromethane extracts demonstrated selective bacterial inhibition, allowing the isolation of the known compounds peperobtusin A (1), and 3,4-dihydro-5-hydroxy-2,7-dimethyl-8-(3"-methyl-2"-butenyl)-2-(4'-methyl-1',3'-pentadienyl)-2H-1-benzopyran-6-carboxylic acid (2) from dichloromethane extract. Compound 2 was active against Gram-positive bacteria including community acquired methicillin-resistant Staphylococcus aureus (CA-MRSA) isolates and an Enterococcus faecalis vancomycin-resistant strain, with minimal inhibitory concentration (MIC) values of 4 μg/mL (10.8 μM) and 8 μg/mL (21.6 μM) respectively. The interaction of compound 2 with the bacterial membrane was demonstrated by means of Zeta potential experiments on S. aureus, then confirming the membrane damage by fluorescent microscopy experiments.

Keywords: CA-MRSA; MRSA; Peperomia obtusifolia; Prenylated benzopyrans; Staphylococcus aureus; antibacterial; zeta potential.

MeSH terms

  • Anti-Bacterial Agents / pharmacology*
  • Benzopyrans / pharmacology*
  • Liposomes
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Microbial Sensitivity Tests
  • Peperomia / chemistry*
  • Plant Extracts / pharmacology
  • Prenylation*
  • Staphylococcus aureus / drug effects
  • Static Electricity

Substances

  • Anti-Bacterial Agents
  • Benzopyrans
  • Liposomes
  • Plant Extracts