title: (2E,9E)-pyronaamidine 9-(N-methylimine), a new imidazole alkaloid from the northern Mariana islands sponge Leucetta sp. cf. chagosensis.
abstract: 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.
authors.affiliation: Department of Chemistry, University of Hawaii at Manoa, Honolulu 96822, USA.
authors.forename: A
authors.initials: A
authors.lastname: Plubrukarn
authors.forename: D W
authors.initials: DW
authors.lastname: Smith
authors.forename: R E
authors.initials: RE
authors.lastname: Cramer
authors.forename: B S
authors.initials: BS
authors.lastname: Davidson
mesh_terms: 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
chemical_list: D000470:Alkaloids; D000970:Antineoplastic Agents; D007093:Imidazoles; C107715:pyronaamidine 9-(N-methylimine)