Issue 46, 2011
From the journal:

Chemical Communications

Halichonines A, B, and C, novel sesquiterpene alkaloids from the marine sponge Halichondria okadai Kadota†

Osamu Ohno,a   Tatsuhiko Chiba,b   Seiji Todoroki,a   Hideaki Yoshimura,c   Norihito Maru,d   Ken Maekawa,e   Hiroshi Imagawa,e   Kaoru Yamada,d   Atsushi Wakamiya,f   Kiyotake Suenaga*a  and  Daisuke Uemura*d  

* Corresponding authors

a Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Yokohama 223-8522, Japan
E-mail: suenaga@chem.keio.ac.jp
Fax: +81-45-566-1819
Tel: +81-45-566-1819

b Chemical Research Laboratory, Faculty of Liberal Arts, Shizuoka University, 836 Ohya, Shizuoka 422-8529, Japan

c Department of Chemistry, Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan

d Department of Chemistry, Faculty of Science, Kanagawa University, 2946 Tsuchiya, Hiratsuka 259-1293, Japan
E-mail: uemurad@kanagawa-u.ac.jp

e Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan

f Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan

Abstract

Novel sesquiterpene alkaloids, halichonines A (1), B (2), and C (3), were identified from the marine sponge Halichondria okadai Kadota. By spectroscopic analyses and synthesis, their structures were revealed to include a 6,6-bicyclic ring system and two prenylated amine moieties. In addition, 2 induced apoptosis in HL60 human leukemia cells.

Graphical abstract: Halichonines A, B, and C, novel sesquiterpene alkaloids from the marine sponge Halichondria okadai Kadota

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Article information

DOI
https://doi.org/10.1039/C1CC15557A
Article type
Communication
Submitted
08 Sep 2011
Accepted
13 Oct 2011
First published
31 Oct 2011

Chem. Commun., 2011,47, 12453-12455

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Halichonines A, B, and C, novel sesquiterpene alkaloids from the marine sponge Halichondria okadai Kadota

O. Ohno, T. Chiba, S. Todoroki, H. Yoshimura, N. Maru, K. Maekawa, H. Imagawa, K. Yamada, A. Wakamiya, K. Suenaga and D. Uemura, Chem. Commun., 2011, 47, 12453 DOI: 10.1039/C1CC15557A

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