Structures of tabernaelegantines A–D and tabernaelegantinines A and B, new indole alkaloids from Tabernaemontana elegans

Abstract
The structures of tabernaelegantines A–D [(1)–(4)] and tabernaelegantinies A and B [(5)–(6)], new ‘dimeric’ indole alkaloids isolated from the root bark of Tabernaemontana elegans Stapf., have been determined from their i.r., u.v., mass, and 1H and 13C n.m.r. spectra. The structural elucidation required the analysis of the carbon-13 spectra of voacangine, dregaminol, and tabernaemontanol. The 13C n.m.r. investigation supports the revision of the reported configurations at C-20 of dregamine and tabernaemontanine.

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