A structure-activity study of antibacterial diterpenoids.
An analysis of the antibacterial activities of 15 terpenoids, eleven of which were previously described by us and four were extracted from the literature, suggested two structural requirements for activity of these and related compounds: a hydrophobic moiety,consisting of a substituted decalin skeleton, and a hydrophilic region possessing one hydrogen-bond-donor group. These structural requirements are responsible for an optimal insertion of these and related compounds into cell membranes, as suggested by the results of docking some of these compounds into a model phospholipid bilayer.
Urzúa
Alejandro
A
Facultad de Química y Biología, Casilla 40, Correo 33, Universidad de Santiago de Chile, Santiago, Chile. aurzua@usach.cl
Rezende
Marcos C
MC
Mascayano
Carolina
C
Vásquez
Loretta
L
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D001409:Bacillus cereus / Q000187:drug effects; D004224:Diterpenes / Q000737:chemistry* / Q000494:pharmacology*; D006860:Hydrogen Bonding / Q000187:drug effects; D008051:Lipid Bilayers / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D004224:Diterpenes; D008051:Lipid Bilayers; C051436:kaurenoic acid