The principal scientific goal for the proposed research is to develop efficient methodology for the synthesis of polycyclic cyclooctane-containing ring systems many of which have considerable therapeutic potential. The proposal aims to investigate the scope and limitations of a sequential 6-exo dig cyclization/Claisen rearrangement process as the key strategy in cyclooctanoid ring synthesis. Potentially, this strategy provides access to a large number of different cyclooctanoid structures found in several biologically active natural products. Among the class of natural products targeted are the fusicoccins, a large family of diterpenoid compounds that possess a wide range of significant biological activity, including anti-cancer, antibacterial and antifungal activity. The fusicoccanes and several other cycloctanoid natural products, such as the ophiobolins, are characterized by a fused 5-8-5 tricyclic core, which should be readily accessible by the strategies outlined in this proposal. Thus, the molecular targets pursued in the proposed work hold considerable potential as valuable lead compounds for the development of novel agents to treat human diseases, including cancer as well as bacterial and fungal infections.

Public Health Relevance

The molecular targets pursued in the proposed work hold considerable potential as valuable lead compounds for the development of novel agents to treat human diseases, including cancer as well as bacterial and fungal infections.

Agency
National Institute of Health (NIH)
Type
Academic Research Enhancement Awards (AREA) (R15)
Project #
1R15GM108000-01A1
Application #
8687024
Study Section
Synthetic and Biological Chemistry A Study Section (SBCA)
Program Officer
Lees, Robert G
Project Start
Project End
Budget Start
Budget End
Support Year
1
Fiscal Year
2014
Total Cost
Indirect Cost
Name
Connecticut College
Department
Chemistry
Type
Schools of Arts and Sciences
DUNS #
City
New London
State
CT
Country
United States
Zip Code
06320