Lissoclibadins 8-14, polysulfur dopamine-derived alkaloids from the colonial ascidian Lissoclinum cf. badium

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.