Synthesis of polycyclic natural products
Institution: | Iowa State University |
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Department: | |
Year: | 2003 |
Keywords: | Chemistry; Organic chemistry; Medicinal and Pharmaceutical Chemistry; Medicinal Chemistry and Pharmaceutics; Medicinal-Pharmaceutical Chemistry; Organic Chemistry |
Record ID: | 1738966 |
Full text PDF: | http://lib.dr.iastate.edu/rtd/1452 http://lib.dr.iastate.edu/cgi/viewcontent.cgi?article=2451&context=rtd |
Highly oxidized polycyclic natural products are abundant in nature and have diverse biological activities. Hyperforin has been identified as the sole constituent responsible for the antidepressant characteristic of St. John's wort. An approach to an oxidized bicyclic phloroglucin core of hyperforin is described. Puupehenone, a sesquiterpene found in marine sponges, has recently emerged as a strong candidate to treat tuberculosis. The synthesis of the BCD rings of puupehenone containing a quinone methide moiety is described.