Eyer, Benjamin R.
(2013)
Chemical Probes for the Treatment of Castration-Resistant Prostate Cancer and Necrotizing Enterocolitis.
Master's Thesis, University of Pittsburgh.
(Unpublished)
Abstract
This thesis describes the synthesis of several small molecules, structurally related to SID3712502, which have shown promise as inhibitors of castration-resistant prostate cancer by preventing nuclear translocation of the androgen receptor. This thesis also describes the preparation of a small library of α- and β-glycoslyated analogs of N-acetylglucosamine and N-acetylgalactosamine, which were prepared from an oxazoline intermediate or by an acid catalyzed isomerization with the desired glycosyl acceptors. The configuration of the lead compound, C34, was confirmed by synthesis and NMR studies. Four glucosamine analogs and two galactosamine analogs showed promising in vitro anti-inflammatory effects. These analogs were shown to be probes for reducing cytokine over-expression through inhibition of TLR4 and able to reduce the gross disease of necrotizing enterocolitis.
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Details
Item Type: |
University of Pittsburgh ETD
|
Status: |
Unpublished |
Creators/Authors: |
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ETD Committee: |
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Date: |
30 June 2013 |
Date Type: |
Publication |
Defense Date: |
15 February 2013 |
Approval Date: |
30 June 2013 |
Submission Date: |
21 February 2013 |
Access Restriction: |
5 year -- Restrict access to University of Pittsburgh for a period of 5 years. |
Number of Pages: |
106 |
Institution: |
University of Pittsburgh |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Degree: |
MS - Master of Science |
Thesis Type: |
Master's Thesis |
Refereed: |
Yes |
Uncontrolled Keywords: |
CRPC, AR, NEC, Toll-like receptor 4 (TLR4), Medicinal Chemistry |
Date Deposited: |
30 Jun 2013 16:55 |
Last Modified: |
30 Jun 2018 05:15 |
URI: |
http://d-scholarship.pitt.edu/id/eprint/17424 |
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