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Issue 1, 2012
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3,4′-Linked bis(piperidines) related to the haliclonacyclamine class of marine alkaloids: synthesis using crossed-aldol chemistry and preliminary biological evaluations

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Abstract

Compounds 2–5, incorporating various elements of the 3,4′-bis(piperidine) core associated with the sponge-derived alkaloid haliclonacyclamine A (HA, 1), have been prepared through, inter alia, aldol-type reactions of N-substituted piperidin-4-ones and certain derivatives. Screening of these compounds in various assays, including an ecological one, reveals that compound 5 exhibits allelochemical properties similar to those associated with HA itself.

Graphical abstract: 3,4′-Linked bis(piperidines) related to the haliclonacyclamine class of marine alkaloids: synthesis using crossed-aldol chemistry and preliminary biological evaluations

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Publication details

The article was received on 19 Aug 2011, accepted on 22 Sep 2011 and first published on 27 Sep 2011


Article type: Paper
DOI: 10.1039/C1OB06418E
Citation: Org. Biomol. Chem., 2012,10, 154-161
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    3,4′-Linked bis(piperidines) related to the haliclonacyclamine class of marine alkaloids: synthesis using crossed-aldol chemistry and preliminary biological evaluations

    M. G. Banwell, M. J. Coster, N. L. Hungerford, M. J. Garson, S. Su, A. C. Kotze and M. H. G. Munro, Org. Biomol. Chem., 2012, 10, 154
    DOI: 10.1039/C1OB06418E

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