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J Nat Prod. 2011 Apr 25;74(4):888-92. doi: 10.1021/np1008619. Epub 2011 Feb 24.

Didemnidines A and B, indole spermidine alkaloids from the New Zealand ascidian Didemnum sp.

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  • 1Department of Chemistry, University of Auckland, Private Bag 92019, Auckland, New Zealand.


Two new indole spermidine alkaloids, didemnidines A (1) and B (2), have been isolated from the New Zealand ascidian Didemnum sp. The structures of the metabolites, determined by analysis of 2D NMR spectra and confirmed via synthesis, embody an indole-3-glyoxylamide moiety linked to the N(1) position of spermidine, the latter motif being particularly rare among marine natural products. Didemnidine B and a synthetic precursor exhibited mild in vitro growth inhibition of Plasmodium falciparum with IC(50)'s of 15 and 8.4 μM, respectively.

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