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Antineoplastic Agents 491. Synthetic Conversion of...
Journal article

Antineoplastic Agents 491. Synthetic Conversion of Aaptamine to Isoaaptamine, 9-Demethylaaptamine, and 4-Methylaaptamine ⊥

Abstract

Aaptamine (1) was used as starting material for synthetic transformation to isoaaptamine (2), 9-demethylaaptamine (5), and 4-methylaaptamine (6). A general method for the selective O-demethylation of such 1H-benzo[de][1,6]-naphthyridine (1) marine sponge constituents at position C-9 has been developed. Selective O-demethylation of aaptamine (1) and 1-methylaaptamine (11) with 48% hydrobromic acid led to 9-demethylaaptamine (5) and isoaaptamine …

Authors

Pettit GR; Hoffmann H; Herald DL; McNulty J; Murphy A; Higgs KC; Hamel E; Lewin NE; Pearce LV; Blumberg PM

Journal

The Journal of Organic Chemistry, Vol. 69, No. 7, pp. 2251–2256

Publisher

American Chemical Society (ACS)

Publication Date

April 1, 2004

DOI

10.1021/jo0300486

ISSN

0022-3263