title: Actinobenzoquinoline and Actinophenanthrolines A-C, Unprecedented Alkaloids from a Marine Actinobacterium.
abstract: Chemical investigation of a marine actinomycete within the family Streptomycetaceae (our strain CNQ-149) has led to the isolation of the unprecedented alkaloids, actinobenzoquinoline (1) and actinophenanthrolines A-C (2-4). The chemical structures of 1-4 were assigned by interpretation of NMR spectroscopic data, and their absolute configurations were assigned by X-ray analysis. Actinobenzoquinoline possesses a 5-methyloxazolidin-4-one moiety and a dihydrobenzo[h]quinoline core structure, while actinophenanthrolines A-C are composed of hydroxypropanamide-substituted 1,7-phenanthroline core skeletons.
authors.affiliation: †Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, and ‡Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0204, United States.
authors.forename: Sang-Jip
authors.initials: SJ
authors.lastname: Nam
authors.affiliation: †Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, and ‡Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0204, United States.
authors.forename: Christopher A
authors.initials: CA
authors.lastname: Kauffman
authors.affiliation: †Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, and ‡Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0204, United States.
authors.forename: Paul R
authors.initials: PR
authors.lastname: Jensen
authors.affiliation: †Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, and ‡Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0204, United States.
authors.forename: Curtis E
authors.initials: CE
authors.lastname: Moore
authors.affiliation: †Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, and ‡Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0204, United States.
authors.forename: Arnold L
authors.initials: AL
authors.lastname: Rheingold
authors.affiliation: †Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, and ‡Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0204, United States.
authors.forename: William
authors.initials: W
authors.lastname: Fenical
mesh_terms: D039903:Actinobacteria / Q000737:chemistry*; D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D018360:Crystallography, X-Ray; D008386:Marine Biology; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010618:Phenanthrolines / Q000737:chemistry / Q000302:isolation & purification*; D011804:Quinolines / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D000470:Alkaloids; D010618:Phenanthrolines; D011804:Quinolines; C000602351:actinobenzoquinoline; C000602352:actinophenanthroline A; C000602353:actinophenanthroline B; C000602354:actinophenanthroline C; C053486:1,7-phenanthroline