Planta Med 2008; 74 - PB114
DOI: 10.1055/s-0028-1084459

Identification of a free base form Manzamine A from a marine sponge, Acanthostrongylophora aff. ingens (Thiele, 1899), and its neuritogenic activity

B Zhang 1, R Higuchi 1, T Miyamoto 1, RWM van Soest 2
  • 1Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi 3–1-1, Higashi-ku, Fukuoka, 812–8582, Japan
  • 2Institute for Biodiversity and Ecosystem Dynamics, University of Amsterdam, Po Box 94766, 1090 GT Amsterdam, The Netherlands

Two manzamine-class alkaloids, manzamine A (1) and 8-hydroxymanzamine (2) were isolated from a Japanese marine sponge Acanthostrongylophora aff. Ingens, together with three known alkaloids manzamine E (3), manzamine F (4), and manzamine X (5). The spectral features of 1 and 2 were different from the reported data [1,2]. Detailed structure analysis using 2D NMR revealed the structure of 1 and 2 as a free base form of hydrochloric salt (6, 7). These manzamine-class alkaloids showed neuritogenic activity against Neuro 2a cells.

Acknowledgements: Graduate School of Pharmaceutical Sciences, Hokkaido University 1, Graduate School of Pharmaceutical Sciences, Osaka University 2, University of Geneva 3, University of Ryukyus 4, J. Kobayashi 1, M. Tsuda 1, M. Kobayashi 2, S. Aoki, N. Kotoku 2, G. Bernardinelli 3, J. Tanaka 4.

References: 1. Sakai, et al. (1986)J. Am. Chem. Soc. 108: 6405.

2. Nakamura, H. et al. (1987) Tetrahedron Lett. 28: 621–624.