Type of Document	Master's Thesis
Author	Williams, Russell Brian
URN	etd-11182002-213441
Title	Isolation and Structure Elucidation of Cytotoxic Natural Products from Suriname and Madagascar
Degree	Master of Science
Department	Chemistry
Advisory Committee	Advisor Name Title Kingston, David G. I. Committee Chair Gandour, Richard D. Committee Member Taylor, Larry T. Committee Member
Keywords	Polyprenylated Benzophenone Guttiferone G Garcinia macrophylla Natural products Deoxypodophyllotoxin Bridelia tulasneana Garcinia Bridelia
Date of Defense	2002-09-30
Availability	mixed
Abstract Through a continuing search for anticancer compounds as part of an International Cooperative Biodiversity Grant program, the extracts of two plants were selected for study on the basis of their cytotoxic activity. These extracts were further fractionated to yield four compounds. The structures of these compounds were elucidated with mass spectrometry and 1-D and 2-D NMR spectroscopy. The ethyl acetate extract of the twigs of Garcinia macrophylla from Suriname was weakly cytotoxic in the A2780 human ovarian cancer cell bioassay. The known benzophenone guttiferone A and a new guttiferone analog, named guttiferone G, were isolated from the extract and found to be responsible for the bioactivity. A known triterpene, friedelin, was also isolated from the extract and found to be inactive. The structure of guttiferone A was determined by comparison of its NMR data to those found in the literature. The structure of guttiferone G was determined by comparison to guttiferone A and through careful examination of both 1D and 2D NMR data. An extract of Bridelia tulasneana from Madagascar yielded one compound. It was identified as the known lignan deoxypodophyllotoxin and was responsible for the bioactivity. It was identified by a comparison of its spectral data to those found in the literature and those of an authentic sample.
Files	Filename       Size       Approximate Download Time (Hours:Minutes:Seconds)     28.8 Modem   56K Modem   ISDN (64 Kb)   ISDN (128 Kb)   Higher-speed Access    Appendix.pdf 511.37 Kb 00:02:22 00:01:13 00:01:03 00:00:31 00:00:02   Chapter1.pdf 296.31 Kb 00:01:22 00:00:42 00:00:37 00:00:18 00:00:01 Chapter2.pdf 1.03 Mb 00:04:47 00:02:27 00:02:09 00:01:04 00:00:05   Chapter3.pdf 349.96 Kb 00:01:37 00:00:49 00:00:43 00:00:21 00:00:01   Conclusion.pdf 61.59 Kb 00:00:17 00:00:08 00:00:07 00:00:03 < 00:00:01   TableofContents.pdf 124.51 Kb 00:00:34 00:00:17 00:00:15 00:00:07 < 00:00:01   Title.pdf 117.15 Kb 00:00:32 00:00:16 00:00:14 00:00:07 < 00:00:01   Vita.pdf 45.84 Kb 00:00:12 00:00:06 00:00:05 00:00:02 < 00:00:01 indicates that a file or directory is accessible from the Virginia Tech campus network only.

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