title: Isolation, structure elucidation, and cytotoxic evaluation of furanonaphthoquinones from in vitro plantlets and cultures of Streptocarpus dunnii.
abstract: Two new furanonaphthoquinones, (3R)-7-methoxy-α-dunnione (5) and (3R)-6-hydroxy-7-methoxy-α-dunnione (6), along with the known (3R)-dunnione (1), (3R)-α-dunnione (2), (3R)-7-hydroxy-α-dunnione (3), and 1-hydroxy-2-methylanthraquinone (4), were isolated from in vitro cultures of Streptocarpus dunnii. The structures of compounds 5 and 6 were established by spectroscopic means. This is the first report of hydroxylated furanonaphthoquinones in a Streptocarpus species. Compounds 1-3 demonstrated cytotoxic activity against a range of breast cancer and pancreatic tumor cell lines.
authors.affiliation: Natural Product Drug Discovery Group, School of Pharmacy and Pharmaceutical Sciences, Trinity College Dublin, 23 Westland Row, Dublin 2, Ireland. hsheridn@tcd.ie
authors.forename: Helen
authors.initials: H
authors.lastname: Sheridan
authors.forename: Cora
authors.initials: C
authors.lastname: Nestor
authors.forename: Lorraine
authors.initials: L
authors.lastname: O'Driscoll
authors.forename: Ingrid
authors.initials: I
authors.lastname: Hook
mesh_terms: D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D005260:Female; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D019684:Magnoliopsida / Q000737:chemistry*; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D036226:Seedlings / Q000737:chemistry; D012639:Seeds / Q000737:chemistry; D013019:South Africa; D013329:Structure-Activity Relationship
chemical_list: C518166:1-hydroxy-2-methylanthraquinone; D000880:Anthraquinones; D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; D009285:Naphthoquinones; C474009:dunnione; C073955:2-methylanthraquinone