The long term objectives of this research program are directed towards the synthesis of the diazonamides, and intermediates that may also exhibit cytotoxic activity. The diazonamides are cytotoxic marine natural products that have unprecedented structures unlike any other compounds. It was reported that diazonamide A has potent in vitro activity against HCT-116 human colon carcinoma and B-16 murine melanoma cancer cells (IC50 is less than 15ng/mL). Part of the synthetic studies will involve the generation of persistent radical intermediates that should add to pi-deficient heterocycles and form the key central hindered bond present in the diazonamides.

Agency
National Institute of Health (NIH)
Institute
National Cancer Institute (NCI)
Type
Research Project (R01)
Project #
5R01CA050512-10
Application #
6137476
Study Section
Medicinal Chemistry Study Section (MCHA)
Program Officer
Lees, Robert G
Project Start
1990-04-01
Project End
2001-12-31
Budget Start
2000-01-01
Budget End
2000-12-31
Support Year
10
Fiscal Year
2000
Total Cost
$162,128
Indirect Cost
Name
University of Texas Austin
Department
Chemistry
Type
Schools of Arts and Sciences
DUNS #
City
Austin
State
TX
Country
United States
Zip Code
78712
Magnus, Philip; Turnbull, Rachel (2006) Thermal and acid-catalyzed Hofmann-Martius rearrangement of 3-N-aryl-2-oxindoles into 3-(arylamino)-2-oxindoles. Org Lett 8:3497-9
Goldberg, Frederick W; Magnus, Philip; Turnbull, Rachel (2005) A mild thermal and acid-catalyzed rearrangement of O-aryl ethers into ortho-hydroxy arenes. Org Lett 7:4531-4