Synthesis of Resveratrol Ester Derivatives Using Selective Enzymatic Hydrolysis.

<p>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.</p><p>3,5,4'-tri-O-isobutyroyl resveratrol and 3,5,4'-tri-O-hexanoyl resveratrol were then hydrolyzed using lipase (<em>C. Antarctica</em>) 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.</p>

Name thesis:degree_name

MS (Master of Science)

Level thesis:degree_level

Thesis - unrestricted

Discipline thesis:degree_discipline

Chemistry

Year dc:date.issued

2011

Author dc:creator

• Osei-Mensah, Marian

• Cancer
• Resveratrol
• Phytoalexin
• Polyphenols
• Bioavailability
• Synthesis
• Stilbene
• Chemistry
• Physical Sciences and Mathematics

Statement dc:rights

• Copyright by the authors.

Repository record dc:identifier

https://dc.etsu.edu/etd/1400

OAI identifier oai:identifier

oai:dc.etsu.edu:etd-2591