(2E,9E)-pyronaamidine 9-(N-methylimine), a new imidazole alkaloid from the northern Mariana islands sponge Leucetta sp. cf. chagosensis.
A new imidazole alkaloid, (2E,9E)-pyronaamidine 9-(N-methylimine) (4), was isolated along with the known compounds pyronaamidine (3) and kealiiquinone (5) from the yellow sponge Leucetta sp. cf. chagosensis collected near the Island of Rota, Northern Mariana Islands. Single-crystal X-ray diffraction analysis allowed the unambiguous assignment of the structure of compound 4, including the position of the exchangeable proton and the geometry of the two imino double bonds. Compound 4 exhibited mild cytotoxicity toward the A-549, MCF-7, and HT-29 human tumor cell lines.
Plubrukarn
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A
Department of Chemistry, University of Hawaii at Manoa, Honolulu 96822, USA.
Smith
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DW
Cramer
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Davidson
B S
BS
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification*; D006801:Humans; D007093:Imidazoles / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D014407:Tumor Cells, Cultured; D014961:X-Ray Diffraction
D000470:Alkaloids; D000970:Antineoplastic Agents; D007093:Imidazoles; C107715:pyronaamidine 9-(N-methylimine)