Antibacterial Activity Of (-)-Deoxypseudophrynaminol Versus Its Racemate And Derivatives
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS(2006)
Abstract
(-)-Deoxypseudophrynaminol 1 possesses 43-fold greater antibacterial potency than the racemate toward Staphylococcus aureus, indicating that the (-)-enantiomer is the biologically active isomer in this assay. Comparison of the percent growth inhibition by derivatives of 1 indicates that prenylation of N-8 and replacement of N-1-methyl by methyl carbamate are detrimental to antibacterial potency. (-)-1 is a promising lead structure for the development of the novel hexahydropyrrolo[2,3-b]indole class of antibacterial agents. (C) 2006 Elsevier Ltd. All rights reserved.
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Key words
indoles,hexahydropyrrolo[2,3-b]indoles,antibacterial,deoxypseudophrynaminol,debromoflustramine
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