Anthecularin: a novel sesquiterpene lactone from Anthemis auriculata with antiprotozoal activity.
Anthecularin (1), a minor sesquiterpene lactone with a novel ring system was isolated from Greek Anthemis auriculata (Asteraceae). Its structure was elucidated by means of NMR, HRMS, and X-ray crystallography. Anthecularin showed antitrypanosomal (IC50=10.1 microg/mL) and antiplasmodial activity (IC50=23.3 microg/mL) and inhibited two key enzymes of the plasmodial type II fatty acid biosynthesis pathway, PfFabI and PfFabG (IC50 values=14 and 28.3 microg/mL, respectively). A probable biogenesis of 1 is also proposed and discussed.
Karioti
Anastasia
A
Department of Pharmacognosy and Chemistry of Natural Products, School of Pharmacy, University of Athens, 157 71 Athens, Greece.
Skaltsa
Helen
H
Linden
Anthony
A
Perozzo
Remo
R
Brun
Reto
R
Tasdemir
Deniz
D
D000818:Animals; D031166:Anthemis / Q000737:chemistry*; D000962:Antimalarials / Q000302:isolation & purification / Q000494:pharmacology; D000981:Antiprotozoal Agents / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D007783:Lactones / Q000302:isolation & purification* / Q000494:pharmacology; D008958:Models, Molecular; D015394:Molecular Structure; D035261:Plant Components, Aerial / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects / Q000201:enzymology; D012717:Sesquiterpenes / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism
D000962:Antimalarials; D000981:Antiprotozoal Agents; D007783:Lactones; D012717:Sesquiterpenes; C524934:anthecularin