Structure of the Bis-Indole Alkaloids Tabernaemontabovine and Tabernaemontavine — A Revision

✍ Scribed by Trinh Phuong Lien; Tran Van Sung; Helmut Ripperger; Christine Kamperdick; Günter Adam

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 31 KB
• Volume: 342
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/1521-3897(200009)342:7<725::aid-prac725>3.0.co;2-2

✦ Synopsis

Tabernaemontana bovina Lour. [1] is used in the traditional medicine of Vietnam. Especially the roots are applied for the treatment of fever and jaundice [2]. Recently, we reported the structural elucidation of the novel indole alkaloids 3-oxomehranine and 14α,15β-dihydroxy-N-methylaspidospermine [3] as well as the bis-indole alkaloids tabernaebovine and methylenebismehranine [4], isolated besides a series of already known members from aerial parts of T. bovina. In addition, we proposed structures for two further new bis-indole alkaloids, named tabernaemontabovine and tabernaemontavine, from the same plant source [5]. More detailed NMR studies led to structure revisions of both compounds, now correctly represented as alkaloids 1 and 2, respectively, with a vobasinyl substructure.