Abstract

This is a proposal to develop new strategies, concepts, and methods applicable to the chemical synthesis of natural products and their structural analogs that possess useful anticancer properties and to isolate and determine the structures of new naturally occurring antitumor agents. The synthetic discoveries will also be applicable to the synthesis of other pharmaceutically relevant compounds.
The Aims of the project are:
Aim I New Natural Product Isolation and Structure DeterminationAim II Giganteciri/Squamostatin Synthesis CompletionAim III Callipeltoside Synthesis CompletionAim IV Ottelione Synthesis: Analog/Biomimetic StudiesAim V Latrunculin Analog SynthesisAim VI Spiruchostatin Synthesis and StructureAim VII Scyphostatin Synthesis Completion and Rasfonin Structure and SynthesisAim VIII Kendomycin Analog Synthesi

  Funding Agency

Agency
National Institute of Health (NIH)
Institute
National Cancer Institute (NCI)
Type
Research Project (R01)
Project #
2R01CA076497-05
Application #
6548505
Study Section
Special Emphasis Panel (ZRG1-SSS-B (01))
Program Officer
Lees, Robert G
Project Start
1998-08-11
Project End
2007-06-30
Budget Start
2002-07-15
Budget End
2003-06-30
Support Year
5
Fiscal Year
2002
Total Cost
$294,225
Indirect Cost

  Institution

Name
University of Minnesota Twin Cities
Department
Chemistry
Type
Other Domestic Higher Education
DUNS #
168559177
City
Minneapolis
State
MN
Country
United States
Zip Code
55455

  Publications

Ross, Sean P; Hoye, Thomas R (2017) Reactions of hexadehydro-Diels-Alder benzynes with structurally complex multifunctional natural products. Nat Chem 9:523-530
Xu, Feng; Hershey, Kyle W; Holmes, Russell J et al. (2016) Blue-Emitting Arylalkynyl Naphthalene Derivatives via a Hexadehydro-Diels-Alder Cascade Reaction. J Am Chem Soc 138:12739-12742
Wang, Teng; Naredla, Rajasekhar Reddy; Thompson, Severin K et al. (2016) The pentadehydro-Diels-Alder reaction. Nature 532:484-8
Xu, Feng; Xiao, Xiao; Hoye, Thomas R (2016) Reactions of HDDA-Derived Benzynes with Perylenes: Rapid Construction of Polycyclic Aromatic Compounds. Org Lett 18:5636-5639
Han, Jing; Michel, Andrew R; Lee, Han Seung et al. (2015) Nanoparticles Containing High Loads of Paclitaxel-Silicate Prodrugs: Formulation, Drug Release, and Anticancer Efficacy. Mol Pharm 12:4329-35
Hoye, Thomas R; Alarif, Walied M; Basaif, Salim S et al. (2015) New cytotoxic cyclic peroxide acids from Plakortis sp. marine sponge. ARKIVOC 2015:164-175
Wang, Tao; Hoye, Thomas R (2015) Diels-Alderase-free, bis-pericyclic, [4+2] dimerization in the biosynthesis of (±)-paracaseolide A. Nat Chem 7:641-5
Nguyen, Quang Luu; Baire, Beeraiah; Hoye, Thomas R (2015) Competition between classical and hexadehydro-Diels-Alder (HDDA) reactions of HDDA triynes with furan. Tetrahedron Lett 56:3265-3267
Niu, Dawen; Hoye, Thomas R (2014) The aromatic ene reaction. Nat Chem 6:34-40
Wohl, Adam R; Michel, Andrew R; Kalscheuer, Stephen et al. (2014) Silicate esters of paclitaxel and docetaxel: synthesis, hydrophobicity, hydrolytic stability, cytotoxicity, and prodrug potential. J Med Chem 57:2368-79

Showing the most recent 10 out of 50 publications