Artigo
Structure-antimicrobial activity of some natural isocoumarins and their analogues
Date
2005-05-01Registration in:
Phytomedicine. Jena: Urban & Fischer Verlag, v. 12, n. 5, p. 378-381, 2005.
0944-7113
10.1016/j.phymed.2003.09.010
WOS:000230192100009
7927877224326837
0000-0003-3032-2556
Author
Universidade Estadual Paulista (Unesp)
Abstract
Three naturally occurring isocoumarins (paepalantine, paepalantine 9-O-beta-D-glucopyranoside and paepalantine 90-beta-D-allopyranosyl(1 -> 6) glucopyranoside) and two semi-synthetic analogues, 9,10-acylated compound and 9-OH-10-methylated compound,. structurally similar to paepalantine, were evaluated for antimicrobial activity using a spectrophotometric microdilution technique. The paepalantine was active against S. aureus, S. epidermidis, and E faecalis. while the other four compounds proved ineffective against all microorganisms tested at concentrations of 500 mu g/ml. Variations in phenolic substitution at OH-9 and/or OH-10 in the paepalantine molecule resulted in compounds without antimicrobial activity. A combination of structural features, two phenolic groups as cathecolic system, forms an oxygenated system arrangement that may reflect the potentially antimicrobial properties of paepalantine. (c) 2004 Elsevier GmbH. All rights reserved.