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

✍ Scribed by Richard J. Clark; Kim L. Field; Romila D. Charan; Mary J. Garson; M. Brereton; Anthony C. Willis

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 845 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00473-6

✦ Synopsis

2D-NMR spectroscopic data is reported for the haliclonacyclamines A -D (1)-( ) and for two bismethiodide adducts ($) and ( ). The structures of two new alkaloids, halicionacyclamines 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 ( ). The alkene substituent in the Ct~ spacer group of (2) and ( ) is positioned between C27-C28 by NMR, and confirmed by x-ray structural analysis for (2). Metabolite (3) has a C25-C26 double bend.