Synthesis of (+)-trixagol and its enantiomer, the terpenoid side chain of (−)-agelasine E |
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Authors: | Anne Kristin BakkestuenLise-Lotte Gundersen |
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Institution: | Department of Chemistry, University of Oslo, Blindern P.O. Box 1033, N-0315 Oslo, Norway |
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Abstract: | The naturally occurring γ-cyclogeranylgeraniol called (+)-trixagol has been synthesised for the first time. Trixagol was readily available in five steps from (S)-2,2-dimethyl-6-methylene-1-cyclohexanemethanol. The enantiomer of trixagol, which equates to the terpenoid side chain of the naturally occurring 7,9-dialkylpurinium salt (−)-agelasine E, was prepared from the (R) enantiomer of the cyclohexanemethanol. Both trixagol enantiomers were moderately active against Mycobacterium tuberculosis. |
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Keywords: | alkylation antibacterials natural products sulfones terpenoids |
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