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Synthetic Efforts Toward New Splicing Modulators

Markaj, Paulo (2021) Synthetic Efforts Toward New Splicing Modulators. Master's Thesis, University of Pittsburgh. (Unpublished)

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FR901464 is a natural product isolated in 1996. It’s activity in a variety of cancer cells lines has made it placed it in the attention of chemists. It has since been synthesized by a number of different groups who have also synthesized new analogs of it. Analogs have been put forth with the goal of finding a compound more potent and having more favorable pharmacokinetics as well. The Koide group had synthesized an analog of FR901464 with low nanomolar activity called meayamycin B. Here are my attempts to synthesize an analog of meayamycin B with the C12 methyl removed, the nitrogen of the enamide methylated, and the C4” acetyl group replaced with an O-methoxymethyl ether group. This new analog was designed to hopefully have better pharmacokinetics and take the conformation of the natural product, making it just as potent if not more then meayamycin B.


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Item Type: University of Pittsburgh ETD
Status: Unpublished
CreatorsEmailPitt UsernameORCID
ETD Committee:
TitleMemberEmail AddressPitt UsernameORCID
Committee ChairKoide,
Committee MemberFloreancig,
Committee MemberDeiters,
Date: 8 October 2021
Date Type: Publication
Defense Date: 5 August 2021
Approval Date: 8 October 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: 88
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: synthesis; FR901464
Date Deposited: 08 Oct 2021 20:30
Last Modified: 08 Oct 2023 05:15

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