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• Urzúa, A
• Rezende, MC.
• Mascayano, C
• Vásquez, L
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• Urzúa, A
• Rezende, MC.
• Mascayano, C
• Vásquez, L
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• Urzúa, A
• Rezende, MC.
• Mascayano, C
• Vásquez, L

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Molecules 2008, 13(4), 882-891; doi:10.3390/molecules13040822

Article

A Structure-Activity Study of Antibacterial Diterpenoids

Alejandro Urzúa* , Marcos C. Rezende, Carolina Mascayano and Loretta Vásquez

Facultad de Química y Biología, Casilla 40, Correo 33, Universidad de Santiago de Chile, Santiago, Chile

* Author to whom correspondence should be addressed.

Received: 28 March 2008; in revised form: 16 April 2008 / Accepted: 17 April 2008 / Published: 17 April 2008

Download PDF Full-Text [573 KB, uploaded 1 October 2008 09:18 CEST]

Abstract: An analysis of the antibacterial activities of 15 terpenoids, eleven of which werepreviously described by us and four were extracted from the literature, suggested twostructural requirements for activity of these and related compounds: a hydrophobic moiety,consisting of a substituted decalin skeleton, and a hydrophilic region possessing onehydrogen-bond-donor group. These structural requirements are responsible for an optimalinsertion of these and related compounds into cell membranes, as suggested by the resultsof docking some of these compounds into a model phospholipid bilayer.

Keywords: Diterpenoids; antibacterial activity; structural requirements; phospholipid bilayer; docking

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