Alkaloids from marine organisms. Part 7: Synthesis of bisdemethylaaptamineand bisdemethyloxyaaptamine - a biomimetic approach to the aaptamines?

Authors
von Nussbaum, F Schumann, S Steglich, W
Citation
F. Von Nussbaum et al., Alkaloids from marine organisms. Part 7: Synthesis of bisdemethylaaptamineand bisdemethyloxyaaptamine - a biomimetic approach to the aaptamines?, TETRAHEDRON, 57(12), 2001, pp. 2331-2335
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
12
Year of publication
2001
Pages
2331 - 2335
Database
ISI
SICI code
0040-4020(20010317)57:12<2331:AFMOP7>2.0.ZU;2-L
Abstract
Aaptamines are marine alkaloids with a unique 1H-benzo[d,e][1,6]naphthyridi ne structure and interesting biological properties. Bisdemethylaaptamine an d bisdemethyloxyaaptamine were synthesized in four steps on a Bischler-Napi eralski route including an oxidative formation of the crucial C-9a-N-1-bond . This synthetic approach may serve as a model for an oxidative Pictet-Spen gler biosynthesis of the aaptamines. (C) 2001 Elsevier Science Ltd. All rig hts reserved.