title: Tabernines A-C, beta-carbolines from the leaves of Tabernaemontana elegans.
abstract: Three novel beta-carboline indole alkaloids (1-3) have been isolated from a MeOH extract of the leaves of Tabernaemontana elegans. The structures were established by means of spectroscopic techniques including 2D NMR experiments. Compounds 1 and 2 contain a two-carbon unit, attached to a structurally related beta-carboline skeleton, as part of an additional six-membered ring in 1 and a seven-membered ring in 2. To the best of our knowledge, this is the first report of beta-carboline indole alkaloids from the genus Tabernaemontana. Compounds 1-3 were evaluated for their ability to modulate multidrug resistance in mouse lymphoma cell lines. Compounds 1 and 3 exhibited a weak activity.
authors.affiliation: i.Med-UL, Faculdade de Farmácia, Universidade de Lisboa, Lisboa, Portugal.
authors.forename: Tayyab A
authors.initials: TA
authors.lastname: Mansoor
authors.forename: Cátia
authors.initials: C
authors.lastname: Ramalhete
authors.forename: Joseph
authors.initials: J
authors.lastname: Molnár
authors.forename: Silva
authors.initials: S
authors.lastname: Mulhovo
authors.forename: Maria José U
authors.initials: MJ
authors.lastname: Ferreira
mesh_terms: D020168:ATP Binding Cassette Transporter, Subfamily B, Member 1 / Q000187:drug effects; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002243:Carbolines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018432:Drug Resistance, Multiple / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051379:Mice; D015394:Molecular Structure; D009073:Mozambique; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D030014:Tabernaemontana / Q000737:chemistry
chemical_list: D020168:ATP Binding Cassette Transporter, Subfamily B, Member 1; D000972:Antineoplastic Agents, Phytogenic; D002243:Carbolines; D026121:Indole Alkaloids; C542031:tabernine A; C542032:tabernine B; C542033:tabernine C