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Four new aaptamine alkaloids, named as 9-methoxy-N-demethylaaptanone ( 1 ), 3,5-dicarbomethoxy-1,​6-​naphthyridine ( 2 ), aaptosvanphongs A and B ( 3  and  4 ), and three known aaptamine alkaloids as 2-methoxy-3-oxoaaptamine ( 5 ), 8,9,9-trimethoxy-9 H -benzo[ de ][1,6]-naphthyridine ( 6 ), and demethyl(oxy)aaptamine ( 7 ) were isolated from the sponge  Aaptos  by various chromatographic methods. Their structures were established by extensive spectroscopic analyses (HR-ESI-MS, 1 D and 2 D NMR) and by comparison of the spectral data with those reported in the literature. Compounds  1 - 7  significantly showed cytotoxic effects against SK-LU-1, MCF-7, HepG2, and SK-Mel-2 cell lines with IC 50  values in range from 7.7 ± 0.8 to 51.4 ± 1.8 µM. Among them, compound  7  exhibited the most cytotoxic activity with corresponding IC 50  values of 9.2 ± 1.0, 7.8 ± 0.6, 8.4 ± 0.8, and 7.7 ± 0.8 µM.

Four new aaptamine alkaloids from marine sponge Aaptos aaptos