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Design and Synthesis of Analogs of Oleic Acid

Xu, Kexin (2021) Design and Synthesis of Analogs of Oleic Acid. Master's Thesis, University of Pittsburgh. (Unpublished)

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Friedreich’s ataxia (FRDA) is an autosomal recessive genetic disease causing disability and early death and there is no effective treatment. Previous studies suggested that ferroptosis, a cell death mechanism caused by iron-dependent accumulation of lipid hydroperoxides, may be a potential target for the treatment of FRDA. In previous studies, oleic acid was identified as a ferroptosis inhibitor and it was also shown to be effective in protecting FRDA cell models from death. In order to improve the efficacy of oleic acid, we designed and synthesized a series of analogs of oleic acid in which the carboxylic acid was replaced with an isostere. We tested these isosteres in FRDA models, and some proved to be effective. These compounds may be a potential starting point of the treatment for FRDA, and a valuable probe molecule for studying this disorder.


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Item Type: University of Pittsburgh ETD
Status: Unpublished
CreatorsEmailPitt UsernameORCID
Xu, Kexinkex9@pitt.edukex90000-0003-0886-3778
ETD Committee:
TitleMemberEmail AddressPitt UsernameORCID
Committee ChairJohnston,
Committee CoChairFeng,
Committee MemberSant,
Thesis AdvisorHuryn,
Date: 9 August 2021
Date Type: Publication
Defense Date: 29 July 2021
Approval Date: 9 August 2021
Submission Date: 6 August 2021
Access Restriction: 2 year -- Restrict access to University of Pittsburgh for a period of 2 years.
Number of Pages: 96
Institution: University of Pittsburgh
Schools and Programs: School of Pharmacy > Pharmaceutical Sciences
Degree: MS - Master of Science
Thesis Type: Master's Thesis
Refereed: Yes
Uncontrolled Keywords: Friedreich’s ataxia, ferroptosis, oleic acid, analog, isostere, medicinal chemistry
Date Deposited: 09 Aug 2021 19:03
Last Modified: 09 Aug 2023 05:15


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