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The complete stereostructures of xestoproxamines A-C, from the Bahamian sponge Neopetrosia proxima, were assigned from spectroscopic analysis, including MS, 2D NMR, and integrated degradation-CD analysis. Two new CD application protocols are described for defining absolute configuration: one for allylic methyl groups in branched chains and a second for the heterocyclic core bis-piperidine with specific applicability to other members of this class alkaloids--known for their stereoheterogeneity--and tertiary cyclic amines in general.

journal of natural products

Xestoproxamines A−C from <i>Neopetrosia proxima</i>. Assignment of Absolute Stereostructure of Bis<i>-</i>piperidine Alkaloids by Integrated Degradation-CD Analysis

Xestoproxamines A−C from Neopetrosia proxima. Assignment of Absolute Stereostructure of Bis-piperidine Alkaloids by Integrated Degradation-CD Analysis