Journal article
A concise synthesis of pawhuskin A
Journal of natural products (Washington, D.C.), Vol.71(11), pp.1949-1952
11/2008
DOI: 10.1021/np800351c
PMCID: PMC6679901
PMID: 18922035
Abstract
Pawhuskin A is an isoprenylated stilbene that was isolated from Dalea purpurea and reported to have affinity for the opioid receptor in vitro. It has been synthesized through a convergent sequence that joins a prenylated aldehyde with a geranylated phosphonate in a stereoselective Horner-Wadsworth-Emmons condensation to afford the target E olefin isomer. This synthesis confirms the structure assigned to the natural product and establishes a route that may be used to explore its biological activity and to prepare more active analogues.
Details
- Title: Subtitle
- A concise synthesis of pawhuskin A
- Creators
- Jeffrey D Neighbors - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242-1294, USAMatthew J BullerKelly D BossDavid F Wiemer
- Resource Type
- Journal article
- Publication Details
- Journal of natural products (Washington, D.C.), Vol.71(11), pp.1949-1952
- Publisher
- United States
- DOI
- 10.1021/np800351c
- PMID
- 18922035
- PMCID
- PMC6679901
- ISSN
- 0163-3864
- eISSN
- 1520-6025
- Grant note
- 2 T32 CA79445 / NCI NIH HHS P01 ES012020 / NIEHS NIH HHS
- Language
- English
- Date published
- 11/2008
- Academic Unit
- Neuroscience and Pharmacology; Chemistry
- Record Identifier
- 9983985839402771
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