Design and Synthesis of Novel Tylophorine Analogs and their Biological Activity

Author

Julio Gutierrez, University of Tennessee - Knoxville

Date of Award

12-2009

Degree Type

Dissertation

Degree Name

Doctor of Philosophy

Major

Chemistry

Major Professor

David C. Baker

Committee Members

Michael D. Best, Ziling (Ben) Xue, Engin H. Serpersu

Abstract

Alkaloids containing the nitrogen atom in the bridgehead position of two rings, such as indolizidine, pyrrolizidine, and quinolizidine alkaloids, have a wide and varied distribution in nature. Some of these alkaloids demonstrate a broad range of pharmacological activities and have generated substantial synthetic interest. This thesis covers the total synthesis of novel tylophorine analogs called DCB 3503, DCB 3506, DCB 3507, DCB 3508, DCB 3509, and a derivative with a biotinylated chain attached to DCB 3506 for use as a biological probe. This thesis discusses the biological activity of these compounds as well.

Recommended Citation

Gutierrez, Julio, "Design and Synthesis of Novel Tylophorine Analogs and their Biological Activity. " PhD diss., University of Tennessee, 2009.
https://trace.tennessee.edu/utk_graddiss/603