Journal article
Substitution of a triazole for the central olefin in biologically active stilbenes
Bioorganic & medicinal chemistry letters, Vol.75, pp.128980-128980
09/09/2022
DOI: 10.1016/j.bmcl.2022.128980
PMCID: PMC9563006
PMID: 36096344
Abstract
The stilbene moiety is commonly found in natural products and these compounds display an extraordinary range of biological activity. Efforts to derive useful drugs from stilbenes must address the potential liabilities of this structure, including a propensity for cis/trans isomerization. To identify olefin replacements that address this limitation while preserving biological activity we have prepared analogues of two bioactive stilbenes, a pawhuskin and a schweinfurthin, where a 1,2,3-triazole ring formally replaces the stilbene double bond. The new schweinfurthin analogue (23) has been tested for anti-proliferative activity against 60 cell lines, and shows a strong correlation of bioactivity when compared to the compound that inspired its synthesis (22).
Details
- Title: Subtitle
- Substitution of a triazole for the central olefin in biologically active stilbenes
- Creators
- David P Stockdale - University of IowaJohn A BeutlerDavid F Wiemer
- Resource Type
- Journal article
- Publication Details
- Bioorganic & medicinal chemistry letters, Vol.75, pp.128980-128980
- DOI
- 10.1016/j.bmcl.2022.128980
- PMID
- 36096344
- PMCID
- PMC9563006
- NLM abbreviation
- Bioorg Med Chem Lett
- eISSN
- 1464-3405
- Grant note
- DOI: 10.13039/100000001, name: National Science Foundation; DOI: 10.13039/100000054, name: National Cancer Institute; DOI: 10.13039/100001024, name: Roy J Carver Charitable Trust
- Language
- English
- Date published
- 09/09/2022
- Academic Unit
- Neuroscience and Pharmacology; Chemistry
- Record Identifier
- 9984297657202771
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