creator Li, Bao advisor Unni, Aditya K. Deguelin, as a rotenoid, has emerged as an attractive pharmacophore for chemprevention due to its effectiveness for both in vitro and in vivo models. The biological activity and its structural complexity instigated the development of new synthetic technologies which could satisfy the increasing demand of deguelin, as well as broaden the diversity of the rotenoids. Here, a strategy of asymmetric acid-catalyzed annulations toward the enantioselective total synthesis of (-)-deguelin will be discussed. Several approaches were investigated to connect the chromene and phenolic moieties to create the pentacyclic rotenoid skeleton. Meanwhile, by collaborating with Professor Rajendra Mehta, several derivatives of deguelin were also made to study its bioactivity and interaction modes with specific proteins. Submitted by Liana Khananashvili (khananashvili@iit.edu) on 2013-10-08T20:40:09Z No. of bitstreams: 1 Thesis-Bao Li-Chem-May 2013.pdf: 1358900 bytes, checksum: 128411604e62b8f19cdd49c605434a9d (MD5) Made available in DSpace on 2013-10-08T20:40:09Z (GMT). No. of bitstreams: 1 Thesis-Bao Li-Chem-May 2013.pdf: 1358900 bytes, checksum: 128411604e62b8f19cdd49c605434a9d (MD5) Previous issue date: 2013-05 M.S. in Chemistry, May 2013 2013-05-13 2013-05 http://hdl.handle.net/10560/3073 en Thesis born digital application/pdf In Copyright http://rightsstatements.org/page/InC/1.0/ Restricted Access CHEM / Chemistry Illinois Institute of Technology Affiliated department