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Planta Med 2017; 83(12/13): 1097-1102
DOI: 10.1055/s-0043-110141
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Aristolic Acid Derivatives from the Bark of Antidesma ghaesembilla [*]

Sibylle Schäfer
Institute of Pharmacy, Pharmacognosy and Center for Molecular Biosciences Innsbruck (CMBI), University of Innsbruck, Innsbruck, Austria
,
Stefan Schwaiger
Institute of Pharmacy, Pharmacognosy and Center for Molecular Biosciences Innsbruck (CMBI), University of Innsbruck, Innsbruck, Austria
,
Hermann Stuppner
Institute of Pharmacy, Pharmacognosy and Center for Molecular Biosciences Innsbruck (CMBI), University of Innsbruck, Innsbruck, Austria
› Author Affiliations
Further Information

Publication History

received 06 February 2017
revised 20 April 2017

accepted 24 April 2017

Publication Date:
12 May 2017 (online)

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Abstract

Antidesma ghaesembilla is an important medicinal and food plant in many Asian countries. Ten substances could be isolated from the dichloromethane and methanol extract: sitostenone (3), daucosterol (4), chavibetol (5), asperphenamate (6), protocatechuic acid (7), vanillic acid-4-O-β-D-glucoside (8), 1-O-β-D-glucopyranosyl-3-O-methyl-phloroglucinol (9), and aristolic acid II-8-O-β-D-glucoside (10), and two new aristolic acid derivatives, 10-amino-5,7-dimethoxy-aristolic acid II (= 6-amino-9,11-dimethoxyphenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid; 1) and 5,7-dimethoxy-aristolochic acid II (= 9,11-dimethoxy-6-nitrophenantro[3,4-d]-1,3-dioxole-5-carboxylic acid; 2). Exposure to humans of some of these compounds is associated with a severe disease today known as aristolochic acid nephropathy. Therefore, the traditional usage of this plant has to be reconsidered carefully.

Key words

Antidesma ghaesembilla - Phyllanthaceae - aristolic acid derivatives - aristolochic acid derivatives - NMR

* Dedicated to Professor Dr. Max Wichtl in recognition of his outstanding contribution to phytotherapy research.


Supporting Information

    1D and 2D NMR spectra of compounds 1, 2, and 10, NMR data of all isolated substances, LC-online UV spectra of 1, 2, and 10 as well as chromatograms of the HPLC analysis of the crude extracts are available as Supporting Information.

  • Supporting Information
 

  • References

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