Pyridocoumarin, aristolactam and aporphine alkaloids from the Australian rainforest plant Goniothalamus australis
Article
Article Title | Pyridocoumarin, aristolactam and aporphine alkaloids from the Australian rainforest plant Goniothalamus australis |
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ERA Journal ID | 1371 |
Article Category | Article |
Authors | Levrier, Claire (Author), Balastrier, Melodie (Author), Beattie, Karren D. (Author), Carroll, Anthony R. (Author), Martin, Frederic (Author), Choomuenwai, Vanida (Author) and Davis, Rohan A. (Author) |
Journal Title | Phytochemistry: the international journal of plant chemistry, plant biochemistry and molecular biology |
Journal Citation | 86, pp. 121-126 |
Number of Pages | 6 |
Year | 2013 |
Publisher | Elsevier |
Place of Publication | Kidlington, OX. United Kingdom |
ISSN | 0031-9422 |
1873-3700 | |
Digital Object Identifier (DOI) | https://doi.org/10.1016/j.phytochem.2012.09.019 |
Abstract | Chemical investigation of the CH2Cl2/CH3OH extracts from aerial parts of the Australian plant Goniothalamus australis has resulted in the isolation of two pyridocoumarin alkaloids, goniothalines A (1) and B (2) as well as eight known natural products, aristolactam AII (3), enterocarpam II (4), caldensine (5), sauristolactam (6), (−)-anonaine (7), asimilobine (8), altholactone (9) and (+)-goniofufurone (10). The chemical structures of all compounds were determined by extensive spectroscopic and spectrometric analysis. Methylation of 2 using TMS-diazomethane afforded 1, which unequivocally established that both 1 and 2 possessed a 10-methyl-2H-pyrano[2,3-f]quinolin-2-one skeleton. These pyridocoumarin alkaloids are putatively proposed to arise biosynthetically from an aporphinoid precursor. Compounds 1–10 were evaluated for in vitro antimalarial activity against a chloroquine-sensitive Plasmodium falciparum line (3D7). Sauristolactam (6) and (−)-anonaine (7) exhibited the most potent antiparasitic activity with IC50 values of 9 and 7 μM, respectively. |
Keywords | Goniothalamus australis; Annonaceae; alkaloid; Pyridocoumarin; Aristolactam; Aporphine; Styryl-lactone; Goniothaline |
ANZSRC Field of Research 2020 | 321405. Pharmaceutical sciences |
340399. Macromolecular and materials chemistry not elsewhere classified | |
340401. Biologically active molecules | |
340502. Natural products and bioactive compounds | |
Public Notes | Files associated with this item cannot be displayed due to copyright restrictions. |
Byline Affiliations | Griffith University |
Institution of Origin | University of Southern Queensland |
https://research.usq.edu.au/item/q28qw/pyridocoumarin-aristolactam-and-aporphine-alkaloids-from-the-australian-rainforest-plant-goniothalamus-australis
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