Actinobenzoquinoline and actinophenanthrolines a-c, unprecedented alkaloids from a marine actinobacterium

TitleActinobenzoquinoline and actinophenanthrolines a-c, unprecedented alkaloids from a marine actinobacterium
Publication TypeJournal Article
Year of Publication2015
AuthorsNam SJ, Kauffman CA, Jensen PR, Moore C.E, Rheingold A.L, Fenical W
JournalOrganic Letters
Volume17
Pagination3240-3243
Date Published2015/07
Type of ArticleArticle
ISBN Number1523-7060
Accession NumberWOS:000357623900014
Keywords1,10-phenanthroline; 1,7-phenanthroline; actinomycete; anthracycline; drug-metabolizing-enzymes; induction; inhibition; it-62-b; oltipraz; streptomyces sp
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 dihydrobento[h],quinoline core structure, while actinophenanthrolines A-C are composed of hydroxypropanamide-substituted 1,7-phenanthroline core skeletons.

DOI10.1021/acs.orglett.5b01387
Short TitleOrg. Lett.
Student Publication: 
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