Wipf, P and Lynch, SM and Birmingham, A and Tamayo, G and Jiménez, A and Campos, N and Powis, G
(2004)
Natural product based inhibitors of the thioredoxin-thioredoxin reductase system.
Organic and Biomolecular Chemistry, 2 (11).
1651 - 1658.
ISSN 1477-0520
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Abstract
Spiroketal naphthodecalins are readily assembled by Barton's base mediated Ullmann binaphthyl ether coupling, Dakin reactions and hypervalent iodine spirocyclization. The core structures can be further diversified by enone addition and Stille coupling reactions. Nanomolar inhibitors for the Trx/TrxR redox control system were prepared by this approach and compared to series of natural product isolates. Cytotoxicity in MCF-7 cell assays ranged from an IC50 of 1.6 to > 100 μM.
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Details
Item Type: |
Article
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Status: |
Published |
Creators/Authors: |
Creators | Email | Pitt Username | ORCID ![](/images/orcid_id_24x24.png) |
---|
Wipf, P | pwipf@pitt.edu | PWIPF | | Lynch, SM | | | | Birmingham, A | | | | Tamayo, G | | | | Jiménez, A | | | | Campos, N | | | | Powis, G | | | |
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Date: |
7 June 2004 |
Date Type: |
Publication |
Journal or Publication Title: |
Organic and Biomolecular Chemistry |
Volume: |
2 |
Number: |
11 |
Page Range: |
1651 - 1658 |
DOI or Unique Handle: |
10.1039/b402431a |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
1477-0520 |
MeSH Headings: |
Antineoplastic Agents--chemistry; Antineoplastic Agents--pharmacology; Cell Line, Tumor; Drug Screening Assays, Antitumor; Enzyme Inhibitors--chemistry; Enzyme Inhibitors--pharmacology; Humans; Inhibitory Concentration 50; Molecular Structure; Naphthoquinones--chemistry; Naphthoquinones--pharmacology; Spiro Compounds--chemistry; Spiro Compounds--pharmacology; Thioredoxin-Disulfide Reductase--antagonists & inhibitors; Thioredoxins--antagonists & inhibitors |
PubMed ID: |
15162219 |
Date Deposited: |
30 Jan 2014 17:01 |
Last Modified: |
12 Jun 2021 22:55 |
URI: |
http://d-scholarship-dev.library.pitt.edu/id/eprint/20425 |
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