Abstract
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.
MeSH terms
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Animals
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Anthemis / chemistry*
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Antimalarials / isolation & purification
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Antimalarials / pharmacology
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Antiprotozoal Agents / isolation & purification*
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Antiprotozoal Agents / pharmacology
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Crystallography, X-Ray
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Lactones / isolation & purification*
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Lactones / pharmacology
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Models, Molecular
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Molecular Structure
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Plant Components, Aerial / chemistry
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Plasmodium falciparum / drug effects
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Plasmodium falciparum / enzymology
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Sesquiterpenes / isolation & purification*
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Sesquiterpenes / pharmacology
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Stereoisomerism
Substances
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Antimalarials
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Antiprotozoal Agents
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Lactones
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Sesquiterpenes
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anthecularin