Degree Name
MS (Master of Science)
Program
Chemistry
Date of Award
12-2011
Committee Chair or Co-Chairs
Yu-Lin Jiang
Committee Members
Ismail O. Kady, Peng Sun
Abstract
Resveratrol, a naturally derived stilbene, is an interesting compound mostly talked about recently because for its anti-cancer properties. Unfortunately it has some shortcomings due to its low bioavailability and low solubility in water. For this reason, my research is to overcome resveratrol's drawbacks by improving its bioavailability and hydrophilicity. My research is focused on syntheses of novel derivatives of resveratrol such as 3, 5-di-O-isobutyroyl resveratrol and 3, 5-di-O-hexanoyl resveratrol using lipase catalyzed hydrolysis. Therefore, the tri-acylated resveratrols 3, 5, 4'-tri-O-isobutyroyl resveratrol and 3, 5,4'-tri-O-hexanoyl resveratrol were first synthesized.
3,5,4'-tri-O-isobutyroyl resveratrol and 3,5,4'-tri-O-hexanoyl resveratrol were then hydrolyzed using lipase (C. Antarctica) to obtain the products 3,5-di-O-isobutyroyl resveratrol and 3,5-di-O-hexanoyl resveratrol. The four compounds 3,5-di-O-isobutyroyl resveratrol, 3,5-di-O-hexanoyl resveratrol, 3,5,4'-tri-O-hexanoyl resveratrol, and 3,5-di-O-hexanoyl resveratrol were characterized by 1H NMR and 13C NMR.
Document Type
Thesis - unrestricted
Recommended Citation
Osei-Mensah, Marian, "Synthesis of Resveratrol Ester Derivatives Using Selective Enzymatic Hydrolysis." (2011). Electronic Theses and Dissertations. Paper 1400. https://dc.etsu.edu/etd/1400
Copyright
Copyright by the authors.