1,10-Epoxyhypocretenolides from the Azorean Endemic Leontodon rigens (Asteraceae)

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Abstract:

A methanolic extract of Leontodon rigens (Dryander in Aiton) Paiva & Ormonde yielded 1,10- epoxy-14-hydroxyhypocretenolide-β-D-glucopyranoside and its 6'-O-p-hydroxyphenylacetyl derivative. These compounds represent the first epoxyguaian-12,5-olide derivatives. The structures were established by means of high resolution mass spectrometry and 1-D and 2-D NMR spectroscopy. The cytotoxicity of the isolated compounds was assessed using the MTT assay and their potential to induce apoptosis by employing the annexin V-PI assay.

Keywords: asteraceae; cytotoxicity; leontodon rigens; natural products; sesquiterpene lactone epoxides

Document Type: Review Article

DOI: http://dx.doi.org/10.2174/1570178054406002

Affiliations: Institut fur Pharmazie, Abteilung Pharmakognosie, Leopold-Franzens-Universitat,A-6020 Innsbruck, Austria.

Publication date: August 1, 2005

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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