Antitrypanosomal cyclic polyketide peroxides from the Australian marine sponge Plakortis sp.
Bioassay-guided fractionation of the crude extract from the Australian marine sponge Plakortis sp. led to the isolation of two new cyclic polyketide peroxides, 11,12-didehydro-13-oxo-plakortide Q (1) and 10-carboxy-11,12,13,14-tetranor-plakortide Q (2). Antitrypanosomal studies showed that compound 1 had an IC(50) value of 49 nM against Trypanosoma brucei brucei, and compound 2, where a carboxylic acid is present in the side chain, had a 20-fold reduction of activity. 11,12-Didehydro-13-oxo-plakortide Q (1) is the most active peroxide isolated so far against T. b. brucei, and it indicates the potential therapeutic value of this class of compounds.
Feng
Yunjiang
Y
Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia.
Davis
Rohan A
RA
Sykes
Melissa
M
Avery
Vicky M
VM
Camp
David
D
Quinn
Ronald J
RJ
D000818:Animals; D001315:Australia; D004146:Dioxanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D008386:Marine Biology; D015394:Molecular Structure; D047229:Plakortis / Q000737:chemistry*; D014344:Trypanocidal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014346:Trypanosoma brucei brucei / Q000187:drug effects*
C549718:10-carboxy-11,12,13,14-tetranor-plakortide Q; C549717:11,12-didehydro-13-oxo-plakortide Q; D004146:Dioxanes; D014344:Trypanocidal Agents