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Lissoclibadins 1-3, three new polysulfur alkaloids, from the ascidian Lissoclinum cf. badium |
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| Authors: | Hongwei Liu Takeshi Fujiwara Yuri Mishima Takeshi Shida Hisayoshi Kobayashi Michio Namikoshi |
| Institution: | a Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Minato-ku, Tokyo 108-8477, Japan b The Nagoya University Museum, Chikusa-ku, Nagoya 464-8601, Japan c School of Science, The University of Tokyo, Bunkyo-ku, Tokyo 113-0033, Japan d Institute of Molecular and Cellular Biosciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-0032, Japan e Faculty of Fisheries and Marine Science, Sam Ratulangi University, Kampus Bahu, Manado 95115, North Sulawesi, Indonesia |
| Abstract: | Three new polysulfur alkaloids, lissoclibadins 1 (1)-3 (3), were isolated from the ascidian Lissoclinum sp. (cf. L. badium Monniot, F. and Monniot, C., 1996). The structures of 1-3 were assigned on the basis of their spectral data, and the computational modeling study was utilized for 1. Compound 1 had a trimeric structure of three identical aromatic anime moieties connected through two sulfide and a disulfide bonds. Compounds 2 and 3 were dimeric structures of the same unit as that of 1 connected through a sulfide and disulfide bonds (2) and two sulfide bonds (3). Compounds 1 and 2 inhibited the growth of the marine bacterium Ruegeria atlantica (15.2 mm at 20 μg/disk and 12.2 mm at 5 μg/disk, respectively) and 2 showed antifungal activity to Mucor hiemalis (13.8 mm at 50 μg/disk). Compounds 1-3 were cytotoxic against HL-60 (IC50=0.37, 0.21, and 5.5 μM, respectively). |
| Keywords: | Tunicate Lissoclinum sp Lissoclinotoxin Polysulfur compound Structure assignment |
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