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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

3-Monoterpenyl 2,4-Dioxygenated Quinoline Alkaloids From the Aerial Parts of Eriostemon australasius subsp. banksii (Rutaceae)

EVL Dacunha, JA Armstrong, AI Gray, DCR Hockless, PG Waterman and AH White

Australian Journal of Chemistry 46(10) 1507 - 1514
Published: 1993

Abstract

An extract of the aerial parts of Eriostemon australasius Pers.subsp. banksii (A. Cunn. ex Endl .) P.G. Wilson ( Rutaceae ), collected from the Cape York Peninsula, has yielded four novel secondary metabolites. These were identified, by spectroscopic methods, as methyl (E)-4-(3′-methylbut-2′-enyloxy) cinnamate, cis-erioaustralasine [{rel}-1-acetoxymethyl-4,8′-epoxy-3-(1′β,2′β-epoxy-3′β,4′β-para-menth-3′-yl)quinolin-2-one], trans- erioaustralasine [{rel}-1-acetoxymethyl-4,8′-epoxy-3-(1′β,2′β-epoxy-3′β,4′α-para-menth-3′-yl)quinolin-2-one] and furoerioaustralasine [{rel}-2,2′β:4,8′-diepoxy-3-(1′β-hydroxy-3′α,4′α-para-menth-3′-yl) quinoline ]. The structure of cis-erioaustralasine was confirmed by X-ray crystallographic studies. The taxonomic significance of the occurrence of these alkaloids in E. australasius is discussed.

https://doi.org/10.1071/CH9931507

© CSIRO 1993

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