kapakahine-f has been researched along with aniline* in 1 studies
1 other study(ies) available for kapakahine-f and aniline
| Article | Year |
|---|---|
Scalable total syntheses of N-linked tryptamine dimers by direct indole-aniline coupling: psychotrimine and kapakahines B and F.
This report details the invention of a method to enable syntheses of psychotrimine (1) and the kapakahines F and B (2, 3) on a gram scale and in a minimum number of steps. Mechanistic inquiries are presented for the key enabling quaternization of indole at the C3 position by electrophilic attack of an activated aniline species. Excellent chemo-, regio-, and diastereoselectivities are observed for reactions with o-iodoaniline, an indole cation equivalent. Additionally, the scope of this reaction is broad with respect to the tryptamine and aniline components. The anti-cancer profiles of 1-3 have also been evaluated. Topics: Aniline Compounds; Cell Line, Tumor; Dimerization; Humans; Indole Alkaloids; Indoles; Inhibitory Concentration 50; Nitrogen; Oxidation-Reduction; Peptides, Cyclic; Stereoisomerism; Substrate Specificity; Tryptamines | 2010 |