Abstract

The completion of the total synthesis of the antitumor agent CC-1065 is described; and plans to probe new and hopefully less toxic analogs are outlined. The key steps are the coupling of the A-portion to the B-portion to give an AB-analog, and its subsequent coupling to a B-portion to make CC-1065. A total synthesis of the complex alkaloid strychnine is described. Analogs of strychnine are potential gastric stimulators. The last section describes a proposed total synthesis of koumine using trans-annular vinylogous Pummerer chemistry.

  Funding Agency

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Research Project (R01)
Project #
5R01GM032718-08
Application #
3281797
Study Section
Bio-Organic and Natural Products Chemistry Study Section (BNP)
Project Start
1989-01-01
Project End
1990-06-30
Budget Start
1989-07-01
Budget End
1990-06-30
Support Year
8
Fiscal Year
1989
Total Cost
Indirect Cost

  Institution

Name
University of Texas Austin
Department
Type
Schools of Arts and Sciences
DUNS #
City
Austin
State
TX
Country
United States
Zip Code
78713

  Publications

Cheung, Chi-Ming; Goldberg, Frederick W; Magnus, Philip et al. (2007) An expedient formal total synthesis of (-)-diazonamide A via a powerful, stereoselective O-aryl to C-aryl migration to form the C10 quaternary center. J Am Chem Soc 129:12320-7
Black, Phillip J; Hecker, Evan A; Magnus, Philip (2007) Studies towards the synthesis of the marine alkaloid chartelline C. Tetrahedron Lett 48:6364-6367
Magnus, Philip; Matthews, Kenneth S; Lynch, Vince (2003) New strategy for the synthesis of tetrahydroisoquinoline alkaloids. Org Lett 5:2181-4