Practical Synthesis of Spermine, Thermospermine and Norspermine

Yuka Kariya; Yuta Asanuma; Makoto Inai; Tomohiro Asakawa; Kyoko Ohashi-Ito; Hiroo Fukuda; Masahiro Egi; Toshiyuki Kan

doi:10.1248/cpb.c16-00355

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Practical Synthesis of Spermine, Thermospermine and Norspermine

Yuka Kariya, Yuta Asanuma, Makoto Inai, Tomohiro Asakawa, Kyoko Ohashi-Ito, Hiroo Fukuda, Masahiro Egi, Toshiyuki Kan

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Keywords: secondary amine synthesis, nitrobenzenesulfonyl (Ns) strategy, thermospermine, solid-phase synthesis

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2016 Volume 64 Issue 9 Pages 1403-1407

DOI https://doi.org/10.1248/cpb.c16-00355

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Abstract

Polyamines, such as spermine (1), thermospermine (2) and norspermine (3), are widely distributed in nature, and have multiple biological activities. In addition, many of their conjugates have potential for pharmacological use. Here, we present a solid-phase synthesis using our nitrobenzenesulfonyl (Ns) strategy, which can provide 1, 2 and 3 on a gram scale. This approach should be suitable for facile construction of a diverse library of polyamines.

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