Antibacterial activity of prenylated benzopyrans from Peperomia obtusifolia (Piperaceae)

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 bacte...

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Bibliographic Details
Published in:Natural product research 2021-05, Vol.35 (10), p.1706-1710
Main Authors: Ruiz Mostacero, Nathalie, Castelli, María Victoria, Cutró, Andrea Carmen, Hollmann, Axel, Batista, João Marcos, Furlan, Maysa, Valles, Julieta, Fulgueira, Cecilia Luisa, López, Silvia Noelí
Format: Article
Language:English
Subjects:
antibacterial
Antibacterial activity
Antibiotic resistance
Bacteria
Bioassays
CA-MRSA
Carboxylic acids
Dichloromethane
Drug resistance
Fluorescence
Fractionation
Gram-positive bacteria
Hexanes
Medicinal plants
Membranes
Methicillin
Minimum inhibitory concentration
MRSA
Peperomia obtusifolia
Prenylated benzopyrans
Snake bites
Staphylococcus aureus
Staphylococcus infections
Vancomycin
Zeta potential
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Summary: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.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2019.1628751