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Michio Namikoshi - One of the best experts on this subject based on the ideXlab platform.
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lissoclibadin 1 a Polysulfur aromatic alkaloid from the indonesian ascidian lissoclinum cf badium induces caspase dependent apoptosis in human colon cancer cells and suppresses tumor growth in nude mice
Journal of Natural Products, 2017Co-Authors: Takeo Tatsuta, Michio Namikoshi, Henki Rotinsulu, Defny S Wewengkang, Masahiro Hosono, Deiske A Sumilat, Hiroyuki YamazakiAbstract:Lissoclibadins, Polysulfur aromatic alkaloids, were isolated from the Indonesian ascidian Lissoclinum cf. badium. Lissoclibadins 1 (1), 3 (2), 4 (3), 7 (4), 8 (5), and 14 (6) inhibited the growth of four human solid cancer cell lines: HCT-15 (colon adenocarcinoma), HeLa-S3 (cervix adenocarcinoma), MCF-7 (breast adenocarcinoma), and NCI-H28 (mesothelioma). Lissoclibadin 1 (1) exerted the most potent cytotoxic effects in vitro and mainly promoted apoptosis through an intrinsic pathway with the activation of a caspase-dependent pathway in HCT-15 cells. In vivo studies demonstrated that 1 suppressed tumor growth in nude mice carrying HCT-15 cells without significant secondary adverse effects. In conclusion, the results obtained in the present study demonstrate that 1 has potential as a chemotherapeutic candidate for preclinical investigations.
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lissoclibadins 8 14 Polysulfur dopamine derived alkaloids from the colonial ascidian lissoclinum cf badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko Tsukamoto, Michio NamikoshiAbstract: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.
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Bioactive nitrogenous metabolites from ascidians
Heterocycles, 2007Co-Authors: Weifang Wang, Michio NamikoshiAbstract:Ascidians (class Ascidiacea) belong to the subphylum Urochordata (Tunicata) and are generally called as tunicates because the body is covered by tunic, a sack-like case, or sea squirts since they spurt water when disturbed. Nitrogenous secondary metabolites form more than 80% of new natural products obtained from ascidians and showed a wide variety of bioactivities. This review describes the structures and bioactivities of major classes of unique nitrogenous ascidian metabolites: cyclic peptides, in which aplidine is in the Phase II clinical trials, pyridoacridine alkaloids, β-carboline alkaloids, lamellarins and related pyrrole alkaloids, ecteinascidins (ETs, ET 743 completed the Phase III clinical trials), diterpene and steroidal alkaloids, and Polysulfur alkaloids.
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lissoclibadins 4 7 Polysulfur aromatic alkaloids from the indonesian ascidian lissoclinum cf badium
Journal of Natural Products, 2007Co-Authors: Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Hisayoshi Kobayashi, Teruaki Nishikawa, Jingzhon Xu, Ayako Fujita, Michio NamikoshiAbstract:Four new Polysulfur aromatic alkaloids, lissoclibadins 4 (1), 5 (2), 6 (3), and 7 (4), were isolated from the ascidian Lissoclinum cf. badium collected in Indonesia, together with seven known alkaloids, lissoclibadins 1 (5), 2 (6), and 3 (7), lissoclinotoxins E (8) and F (9), 3,4-dimethoxy-6-(2‘-N,N-dimethylaminoethyl)-5-(methylthio)benzotrithiane (10), and N,N-dimethyl-5-(methylthio)varacin (11). Compounds 1−11 were isolated from the ascidian collected in March (wet season), while 5−11 have been obtained previously from the organism collected in September (dry season) at the same site. The structures of the new compounds were assigned on the basis of their spectroscopic data. Lissoclibadins 4−7 (1−4) inhibited the colony formation of Chinese hamster V79 cells with EC50 values of 0.71, 0.06, 0.06, and 0.17 μM, respectively. Compounds 1−4 showed also weak antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Saccharomyces cerevisiae.
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lissoclibadins 1 3 three new Polysulfur alkaloids from the ascidian lissoclinum cf badium
Tetrahedron, 2005Co-Authors: Takeshi Fujiwara, Remy E P Mangindaan, Hisayoshi Kobayashi, Teruaki Nishikawa, Yuri Mishima, Hiroshi Nagai, Takeshi Shida, Kazuo Tachibana, Michio NamikoshiAbstract: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 (IC 50 =0.37, 0.21, and 5.5 μM, respectively).
Henki Rotinsulu - One of the best experts on this subject based on the ideXlab platform.
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lissoclibadin 1 a Polysulfur aromatic alkaloid from the indonesian ascidian lissoclinum cf badium induces caspase dependent apoptosis in human colon cancer cells and suppresses tumor growth in nude mice
Journal of Natural Products, 2017Co-Authors: Takeo Tatsuta, Michio Namikoshi, Henki Rotinsulu, Defny S Wewengkang, Masahiro Hosono, Deiske A Sumilat, Hiroyuki YamazakiAbstract:Lissoclibadins, Polysulfur aromatic alkaloids, were isolated from the Indonesian ascidian Lissoclinum cf. badium. Lissoclibadins 1 (1), 3 (2), 4 (3), 7 (4), 8 (5), and 14 (6) inhibited the growth of four human solid cancer cell lines: HCT-15 (colon adenocarcinoma), HeLa-S3 (cervix adenocarcinoma), MCF-7 (breast adenocarcinoma), and NCI-H28 (mesothelioma). Lissoclibadin 1 (1) exerted the most potent cytotoxic effects in vitro and mainly promoted apoptosis through an intrinsic pathway with the activation of a caspase-dependent pathway in HCT-15 cells. In vivo studies demonstrated that 1 suppressed tumor growth in nude mice carrying HCT-15 cells without significant secondary adverse effects. In conclusion, the results obtained in the present study demonstrate that 1 has potential as a chemotherapeutic candidate for preclinical investigations.
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lissoclibadins 8 14 Polysulfur dopamine derived alkaloids from the colonial ascidian lissoclinum cf badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko Tsukamoto, Michio NamikoshiAbstract: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.
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Lissoclibadins 8–14, Polysulfur dopamine-derived alkaloids from the colonial ascidian Lissoclinum cf. badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko TsukamotoAbstract: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.
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lissoclibadins 4 7 Polysulfur aromatic alkaloids from the indonesian ascidian lissoclinum cf badium
Journal of Natural Products, 2007Co-Authors: Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Hisayoshi Kobayashi, Teruaki Nishikawa, Jingzhon Xu, Ayako Fujita, Michio NamikoshiAbstract:Four new Polysulfur aromatic alkaloids, lissoclibadins 4 (1), 5 (2), 6 (3), and 7 (4), were isolated from the ascidian Lissoclinum cf. badium collected in Indonesia, together with seven known alkaloids, lissoclibadins 1 (5), 2 (6), and 3 (7), lissoclinotoxins E (8) and F (9), 3,4-dimethoxy-6-(2‘-N,N-dimethylaminoethyl)-5-(methylthio)benzotrithiane (10), and N,N-dimethyl-5-(methylthio)varacin (11). Compounds 1−11 were isolated from the ascidian collected in March (wet season), while 5−11 have been obtained previously from the organism collected in September (dry season) at the same site. The structures of the new compounds were assigned on the basis of their spectroscopic data. Lissoclibadins 4−7 (1−4) inhibited the colony formation of Chinese hamster V79 cells with EC50 values of 0.71, 0.06, 0.06, and 0.17 μM, respectively. Compounds 1−4 showed also weak antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Saccharomyces cerevisiae.
Hisayoshi Kobayashi - One of the best experts on this subject based on the ideXlab platform.
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lissoclibadins 8 14 Polysulfur dopamine derived alkaloids from the colonial ascidian lissoclinum cf badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko Tsukamoto, Michio NamikoshiAbstract: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.
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Lissoclibadins 8–14, Polysulfur dopamine-derived alkaloids from the colonial ascidian Lissoclinum cf. badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko TsukamotoAbstract: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.
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lissoclibadins 4 7 Polysulfur aromatic alkaloids from the indonesian ascidian lissoclinum cf badium
Journal of Natural Products, 2007Co-Authors: Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Hisayoshi Kobayashi, Teruaki Nishikawa, Jingzhon Xu, Ayako Fujita, Michio NamikoshiAbstract:Four new Polysulfur aromatic alkaloids, lissoclibadins 4 (1), 5 (2), 6 (3), and 7 (4), were isolated from the ascidian Lissoclinum cf. badium collected in Indonesia, together with seven known alkaloids, lissoclibadins 1 (5), 2 (6), and 3 (7), lissoclinotoxins E (8) and F (9), 3,4-dimethoxy-6-(2‘-N,N-dimethylaminoethyl)-5-(methylthio)benzotrithiane (10), and N,N-dimethyl-5-(methylthio)varacin (11). Compounds 1−11 were isolated from the ascidian collected in March (wet season), while 5−11 have been obtained previously from the organism collected in September (dry season) at the same site. The structures of the new compounds were assigned on the basis of their spectroscopic data. Lissoclibadins 4−7 (1−4) inhibited the colony formation of Chinese hamster V79 cells with EC50 values of 0.71, 0.06, 0.06, and 0.17 μM, respectively. Compounds 1−4 showed also weak antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Saccharomyces cerevisiae.
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lissoclibadins 1 3 three new Polysulfur alkaloids from the ascidian lissoclinum cf badium
Tetrahedron, 2005Co-Authors: Takeshi Fujiwara, Remy E P Mangindaan, Hisayoshi Kobayashi, Teruaki Nishikawa, Yuri Mishima, Hiroshi Nagai, Takeshi Shida, Kazuo Tachibana, Michio NamikoshiAbstract: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 (IC 50 =0.37, 0.21, and 5.5 μM, respectively).
Remy E P Mangindaan - One of the best experts on this subject based on the ideXlab platform.
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lissoclibadins 8 14 Polysulfur dopamine derived alkaloids from the colonial ascidian lissoclinum cf badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko Tsukamoto, Michio NamikoshiAbstract: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.
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Lissoclibadins 8–14, Polysulfur dopamine-derived alkaloids from the colonial ascidian Lissoclinum cf. badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko TsukamotoAbstract: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.
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lissoclibadins 4 7 Polysulfur aromatic alkaloids from the indonesian ascidian lissoclinum cf badium
Journal of Natural Products, 2007Co-Authors: Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Hisayoshi Kobayashi, Teruaki Nishikawa, Jingzhon Xu, Ayako Fujita, Michio NamikoshiAbstract:Four new Polysulfur aromatic alkaloids, lissoclibadins 4 (1), 5 (2), 6 (3), and 7 (4), were isolated from the ascidian Lissoclinum cf. badium collected in Indonesia, together with seven known alkaloids, lissoclibadins 1 (5), 2 (6), and 3 (7), lissoclinotoxins E (8) and F (9), 3,4-dimethoxy-6-(2‘-N,N-dimethylaminoethyl)-5-(methylthio)benzotrithiane (10), and N,N-dimethyl-5-(methylthio)varacin (11). Compounds 1−11 were isolated from the ascidian collected in March (wet season), while 5−11 have been obtained previously from the organism collected in September (dry season) at the same site. The structures of the new compounds were assigned on the basis of their spectroscopic data. Lissoclibadins 4−7 (1−4) inhibited the colony formation of Chinese hamster V79 cells with EC50 values of 0.71, 0.06, 0.06, and 0.17 μM, respectively. Compounds 1−4 showed also weak antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Saccharomyces cerevisiae.
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lissoclibadins 1 3 three new Polysulfur alkaloids from the ascidian lissoclinum cf badium
Tetrahedron, 2005Co-Authors: Takeshi Fujiwara, Remy E P Mangindaan, Hisayoshi Kobayashi, Teruaki Nishikawa, Yuri Mishima, Hiroshi Nagai, Takeshi Shida, Kazuo Tachibana, Michio NamikoshiAbstract: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 (IC 50 =0.37, 0.21, and 5.5 μM, respectively).
Takahiro Nakazawa - One of the best experts on this subject based on the ideXlab platform.
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lissoclibadins 8 14 Polysulfur dopamine derived alkaloids from the colonial ascidian lissoclinum cf badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko Tsukamoto, Michio NamikoshiAbstract: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.
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Lissoclibadins 8–14, Polysulfur dopamine-derived alkaloids from the colonial ascidian Lissoclinum cf. badium
Tetrahedron, 2009Co-Authors: Weifang Wang, Ohgi Takahashi, Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Defny S Wewengkang, Hisayoshi Kobayashi, Sachiko TsukamotoAbstract: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.
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lissoclibadins 4 7 Polysulfur aromatic alkaloids from the indonesian ascidian lissoclinum cf badium
Journal of Natural Products, 2007Co-Authors: Takahiro Nakazawa, Kazuyo Ukai, Remy E P Mangindaan, Henki Rotinsulu, Hisayoshi Kobayashi, Teruaki Nishikawa, Jingzhon Xu, Ayako Fujita, Michio NamikoshiAbstract:Four new Polysulfur aromatic alkaloids, lissoclibadins 4 (1), 5 (2), 6 (3), and 7 (4), were isolated from the ascidian Lissoclinum cf. badium collected in Indonesia, together with seven known alkaloids, lissoclibadins 1 (5), 2 (6), and 3 (7), lissoclinotoxins E (8) and F (9), 3,4-dimethoxy-6-(2‘-N,N-dimethylaminoethyl)-5-(methylthio)benzotrithiane (10), and N,N-dimethyl-5-(methylthio)varacin (11). Compounds 1−11 were isolated from the ascidian collected in March (wet season), while 5−11 have been obtained previously from the organism collected in September (dry season) at the same site. The structures of the new compounds were assigned on the basis of their spectroscopic data. Lissoclibadins 4−7 (1−4) inhibited the colony formation of Chinese hamster V79 cells with EC50 values of 0.71, 0.06, 0.06, and 0.17 μM, respectively. Compounds 1−4 showed also weak antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Saccharomyces cerevisiae.