Acrotrione: An Oxidized Xanthene from the Roots of Acronychia pubescens

Luke P Robertson; Leonardo Lucantoni; Sandra Duffy; Vicky M Avery; Anthony R Carroll

doi:10.1021/acs.jnatprod.8b00956

Acrotrione: An Oxidized Xanthene from the Roots of Acronychia pubescens

J Nat Prod. 2019 Apr 26;82(4):1019-1023. doi: 10.1021/acs.jnatprod.8b00956. Epub 2019 Mar 13.

Authors

Luke P Robertson^{1

2}, Leonardo Lucantoni², Sandra Duffy², Vicky M Avery², Anthony R Carroll^{1

2}

Affiliations

¹ Environmental Futures Research Institute , Griffith University , Gold Coast Campus , Southport 4222 , Australia.
² Griffith Institute for Drug Discovery , Griffith University , Nathan Campus , Brisbane 4111 , Australia.

PMID: 30865443
DOI: 10.1021/acs.jnatprod.8b00956

Abstract

A new oxidized xanthene, acrotrione (1), and two known acetophenones (2 and 3) were isolated from a methanol extract of the roots of Acronychia pubescens. The structure of 1 was elucidated on the basis of its (+)-HRESIMS, 2D NMR, and ECD data. Acritrione (1) contains an unusual oxidized furo[2,3- c]xanthene moiety that has not been previously reported. Moderate antiplasmodial activity for these natural products against chloroquine-sensitive (3D7) and chloroquine-resistant (Dd2) Plasmodium falciparum was determined with IC₅₀ values ranging from 1.7 to 4.7 μM.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Oxidation-Reduction
Plant Roots / chemistry*
Rutaceae / chemistry*
Xanthenes / chemistry
Xanthenes / isolation & purification*

Substances

Xanthenes