Published August 16, 2007
| Supplemental Material
Journal Article
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1-Oxo-5-hydroxytryptamine: A Surprisingly Potent Agonist of the 5-HT_3(Serotonin) Receptor
Abstract
A novel synthetic route to 1-oxo-5-hydroxytryptamine, the benzofuran analogue of serotonin, has been developed. The new synthesis proceeds via the [3+2] cycloaddition of p-benzoquinone and 2,3-dihydrofuran, followed by a Lewis acid-catalyzed isomerization. This molecule proves to be a competent agonist (equipotent to serotonin) of the 5-HT_3 receptor, demonstrating that the indolic proton of serotonin is not essential to its activation of the receptor.
Additional Information
© 2007 American Chemical Society. Received 9 May 2007. Published online 18 July 2007. Published in print 1 August 2007. This work was supported by the NIH (NS 34407) and an NIH training grant for S.K. (NRSA 5-T32-GM07616).Attached Files
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Additional details
- Eprint ID
- 79375
- DOI
- 10.1021/ol071083s
- Resolver ID
- CaltechAUTHORS:20170726-070558636
- NS 34407
- NIH
- 5-T32-GM07616
- NIH Predoctoral Fellowship
- Created
-
2017-07-26Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field