Keywords

podocarpic acid, sanguisorba officinalis, leukemia

Abstract

The goal of part I of this thesis was to isolate pure anti cancer compounds from the Russian plant Sanguisorba officinalis. This plant was selected for investigation because it showed 100% activity against leukemia (L1210 mouse leukemia cells) during the preliminary screening of approximately 100 Russian plant extracts. This work has resulted in the isolation of novel compound 11 using traditional chromatography techniques. Compound 11 was characterized with spectroscopic techniques such as IR, 1H NMR, 13C NMR, DEPT, DQCOSY and MS. Compound 11 was assigned the structure dipentyl 2-(4-(pentan-3-yl) phenyl) malonate. The goal of part II of this thesis was to synthesize novel ethers of podocarpic acid. Ethers are of great interest in biological studies and pharmaceutical applications because of their wide variety of uses in the treatment of various diseases. A novel family of ether derivatives was synthesized using podocarpic acid (a natural tricyclic diterpene derived from podocarpus species) as a template. Novel ether derivatives of podocarpic acid were synthesized from podocarpic acid in three steps. The first step involved methylation of podocarpic acid with dimethyl sulfate to form methyl-o-methyl podocarpate. The second step was iodination of methyl-o-methyl podocarpate with iodine in presence of a mercury catalyst to form 13-iodo methyl-o-methyl podocarpate. This was followed by formation of novel aliphatic ethers using a copper catalyst. Thus this research had led to the discovery of new methodology for synthesis of three novel aliphatic ether derivatives of podocarpic acid. These ethers will be tested for their biological activity against various types of cancer, tuberculosis by National Institutes of Health.

Notes

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Graduation Date

2005

Semester

Summer

Advisor

Miles, Howard

Degree

Master of Science (M.S.)

College

College of Arts and Sciences

Department

Chemistry

Degree Program

Industrial Chemistry

Format

application/pdf

Identifier

CFE0000625

URL

http://purl.fcla.edu/fcla/etd/CFE0000625

Language

English

Release Date

August 2008

Length of Campus-only Access

None

Access Status

Masters Thesis (Open Access)

Restricted to the UCF community until August 2008; it will then be open access.

Included in

Chemistry Commons

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