Abstract
Epicatechin gallate (ECg), a component of green tea with weak activity against Staphylococcus aureus, reduces oxacillin resistance in methicillin-resistant S. aureus at concentrations below the MIC. Because catechins bind to artificial lipid bilayers, we investigated whether the anti-staphylococcal activity of catechins could be improved by increasing their capacity to interact with the cytoplasmic membrane. Substitution of the gallate group of ECg with 3- O-acyl chains of varying lengths (C 4–C 18) led to enhanced anti-staphylococcal activity with chain lengths of C 8 (octanoyl) and C 10 (decanoyl). 3- O-octanoyl catechin was bactericidal against MRSA as the result of membrane damage. 3- O-acyl catechins tested at a 1/4 MIC did not reduce the oxacillin MIC greater than two-fold. 3- O-acyl catechins warrant further investigation as anti-staphylococcal agents.
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