The continual search for medicinal compounds with the ability to affect biological receptors requires the development of new synthetic methodology. Derivatives with structural relationship to known biological molecules are good candidates for developing compounds with novel activity. Tryptamines, which bind to a diversity of biological targets, were the foundation for production of a library of small, nitrogen-containing derivatives. Various tryptamines were synthesized by stereoselective opening of p-nitrobenzoyl-protected aziridines with substituted indoles. The nitrogen was selectively deprotected and functionalized. This general method was used to create an extensive molecular library of beta-substituted tryptamine derivatives, which are less common in nature. Each compound will be tested to draw conclusions about the structure activity relationship of various receptors.

Synthesis and biological activity of beta-substituted tryptamines

251st National Meeting (2016)

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