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Lissoclibadins 8-14, polysulfur dopamine-derived alkaloids from the colonial ascidian Lissoclinum cf. badium
Authors:Weifang Wang  Taiko Oda  Kazuyo Ukai  Henki Rotinsulu  Hisayoshi Kobayashi  Michio Namikoshi
Affiliation:a Tohoku Pharmaceutical University, Aoba-ku, Sendai 981-8558, Japan
b Faculty of Pharmaceutical Sciences, Keio University, Minato-ku, Tokyo 105-8512, Japan
c Faculty of Fisheries and Marine Science, Sam Ratulangi University, Kampus Bahu, Manado 95115, Indonesia
d Institute of Molecular and Cellular Biosciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-0032, Japan
e Faculty of Medical and Pharmaceutical Sciences, Kumamoto University, Oe-honmachi, Kumamoto 862-0973, Japan
Abstract:Seven new polysulfur alkaloids, lissoclibadins 8 (1)-14 (7), were isolated from an ascidian, Lissoclinum cf. badium, collected in Indonesia. The structures were assigned on the basis of their spectroscopic data and computational modeling study. Lissoclibadin 8 (1) had four identical dopamine-derived units, and this is the first instance of a tetramer. Lissoclibadin 9 (2) was the second example of trimers next to lissoclibadin 1 (8). Lissoclibadins 10 (3)-12 (5) were symmetric dimers, and 13 (6) had a dopamine and ethyl units connected by sulfide and disulfide bonds. Lissoclibadin 14 (7) was a varacin-type monomer. These compounds inhibited the colony formation of Chinese hamster V79 cells and cell proliferation of murine leukemia L1210 cells.
Keywords:Polysulfur alkaloid   Tunicate   Structure assignment   Cytotoxicity   L1210   V79
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