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Elsevier, Tetrahedron, 30(54), p. 8811-8826

DOI: 10.1016/s0040-4020(98)00473-6

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The haliclonacyclamines, cytotoxic tertiary alkaloids from the tropical marine sponge Haliclona sp

Journal article published in 1998 by Richard J. Clark ORCID, Kim L. Field, Romila D. Charan, Mary J. Garson, Ian M. Brereton, Anthony C. Willis
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

2D-NMR spectroscopic data is reported for the haliclonacyclamines A - D (1)-(4) and for two bismethiodide adducts (5) and (6). The structures of two new alkaloids, haliclonacyclamines C (3) and D (4), which are the 15,16-dihydro analogues of the haliclonacyclamines A (1) and B (2) are described. Revised assignments deduced by 2D-INADEQUATE spectroscopy are presented for (1) and (2). The alkene substituent in the C,, spacer group of (2) and (4) is positioned between C27-C28 by NMR, and confirmed by x-ray structural analysis for (2). Metabolite (3) has a C25-C26 double bond. (C) 1998 Elsevier Science Ltd. All rights reserved.