Keywords

Doyle s catalyst, Podocarpic acid, cancer, tubercolosis, dirhodium;

Abstract

Podocarpic acid (a diterpenoid resin acid extracted from the Podocarpacea specie of plants) has shown cytotoxicity against carcinoma of the nasopharynx. Since this discovery has been made, research has been performed in order to alter the structure of the resin acid so as to increase the anticancer activity. The carboxylic acid and phenol functional groups, which are present in podocarpic acid, make it possible to synthesize new derivatives selectively at the C-15, C-13, and C-7 positions as well as by substitution of the phenol hydroxyl group. Thus numerous derivatives can be prepared, in high yield, for the purpose of investigating their potential, as new drug leads for the treatment of cancer. In this study, Doyle's catalyst (Dirhodium tetrakis caprolactamate) was used to form a novel derivative in high yield (85%) which contained a 3-membered aziridine ring at the C-6 and C-7 position. The main thrust of this research involved the formation a series of novel derivatives of the aziridine compound by utilizing phenol and m-chlorophenol as nucleophiles to open the aziridine ring. These novel compounds will now be sent to the National Institute of Health (NIH) for bioassay against 60 human cancer cell lines.

Notes

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Graduation Date

2007

Semester

Summer

Advisor

Miles, Howard

Degree

Master of Science (M.S.)

College

College of Sciences

Department

Chemistry

Degree Program

Industrial Chemistry

Format

application/pdf

Identifier

CFE0001759

URL

http://purl.fcla.edu/fcla/etd/CFE0001759

Language

English

Release Date

July 2008

Length of Campus-only Access

None

Access Status

Masters Thesis (Open Access)

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Chemistry Commons

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