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Title:An iterative cross-coupling based approach to the synthesis of peridinin and progress towards peridinin derivatives
Author(s):Davis, Erin
Advisor(s):Burke, Martin D.
Department / Program:Chemistry
Discipline:Chemistry
Degree Granting Institution:University of Illinois at Urbana-Champaign
Degree:M.S.
Genre:Thesis
Subject(s):peridinin
lipoperoxidation
carotenoids
iterative cross coupling
Abstract:Lipoperoxidation plays a role in diseases such as atherosclerosis, rheumatoid arthritis, cancer, and may contribute to the general phenomenon of aging. As individuals with deficiencies of antioxidant proteins are particularly susceptible to these diseases, small molecules with the ability to act as antilipoperoxidants have the potential to serve as powerful pharmaceuticals. Peridinin, an atypical carotenoid found in dinoflagellates responsible for the color of red tide, is especially interesting as a potential antilipoperoxidant because it may act through self-preserving mechanisms, unlike other carotenoids. We report the total synthesis of the protected form of a peridinin derivative lacking the butenolide functionality and contributions towards the development of a stereoretentive Suzuki-Miyaura coupling of haloallenes.
Issue Date:2013-08-22
URI:http://hdl.handle.net/2142/45557
Rights Information:Copyright 2013 Erin Davis
Date Available in IDEALS:2013-08-22
2015-08-22
Date Deposited:2013-08


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