[Antimicrobial and membranolytic activity of sterically hindered phenols].
Antimicrobial activity of some complicated space phenols (screened) was studied. The compounds had different activities against grampositive bacteria and were inactive against gramnegative microbes. Di-tertiary butyl derivatives of pyrocatechol and resorcin showed the highest activities. The MICs of such derivatives for the collection strains of Bacillus megaterium, Bacillus subtilis and Staphylococcus aureus were 8 to 30 micrograms/ml and exceeded 6-25 times those of the nonsubstituted analogs. The derivatives of pyrocatechol and resorcin impaired the membrane permeability in susceptible intact cells of B.megaterium and S.aureus 209P and had no effect on the membrane permeability of the Escherichia coli resistant cells. In concentrations up to 200 micrograms/ml the nonsubstituted analogs of pyrocatechol and resorcin did not impair the membrane permeability in the intact cells of the above bacteria. Di-tertiary butyl derivatives of pyrocatechol and resorcin had lytic activity with respect to cytoplasmic membranes (protoplasts) of B.megaterium and had no lytic action on E.coli spheroplasts. The antimicrobial spectrum correlated with the membranotropic properties of the compounds. It was suggested that the target of the antimicrobial action of the screened phenols was the bacterial cell cytoplasmic membrane.
M.V. Lomonosov Moscow State University, Institute of Chemical Physics, Russian Academy of Sciences, Moscow.
Z M
ZM
Petrykina
A N
AN
Polin
I S
IS
Belostotskaia
N L
NL
Komissarova
V B
VB
Vol'eva
L G
LG
Plekhanova
V V
VV
Ershov
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D002396:Catechols / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D002463:Cell Membrane Permeability / Q000187:drug effects*; D006090:Gram-Negative Bacteria / Q000166:cytology / Q000187:drug effects*; D006094:Gram-Positive Bacteria / Q000166:cytology / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D010636:Phenols / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D012118:Resorcinols / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D002396:Catechols; D010636:Phenols; D012118:Resorcinols; C034221:catechol; C031389:resorcinol
Antimikrobnaia i membranoliticheskaia aktivnost' ékranirovannykh fenolov.