Cis-avicennol,a new pyranocoumarin from the root bark of Zanthoxylum elephantiasis |
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Authors: | Alexander I. Gray Roger D. Waigh Peter G. Waterman |
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Affiliation: | 1. Department of Pharmacognosy, The School of Pharmacy, 29/39, Brunswick Square, London WC1N 1AX U.K.;2. Department of Pharmacy, University of Manchester, Manchester M13 9PL U.S.A.;3. Department of Pharmaceutical Chemistry, University of Strathclyde, Glasgow G1 1XW, Scotland |
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Abstract: | A new pyranocoumarin has been isolated from the root bark of Zanthoxylum elephantiasis and identified as cis-avicennol (6-(3-hydroxy-3-methyl-cis-but-1-enyl)-5-methoxy-2,2-dimethyl- 2H-benzo [1,2b:3,4b′] dipyran-8-one) on the basis of comparison of spectral data with that of trans-avicennol and conversion to tetrahydroavicennol. The usefulness of the lanthanide shift reagent Eu(fod)3 in the assignment of cis configuration to the butenyl sidechain is briefly discussed. |
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Keywords: | Rutaceae pyranocoumarin tetrahydroavicennol |
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