Hasubanonine Explained

Hasubanonine is a member of the hasubanan family of alkaloids. The alkaloid with an isoquinoline substructure has the molecular formula of C21H27NO5.[1] The enantiomer of the natural product is being studied as a potential painkiller.[2] Hasubanonine is structurally related to the morphinan class of opioid analgesics.

The enantioselective total synthesis of (–)-hasubanonine and related natural products, (−)-runanine, (−)-delavayine, and (+)-periglaucine B were first achieved by Prof. Seth Herzon and co-workers at Yale University in 2011.[3]

Notes and References

  1. http://www.genome.jp/dbget-bin/www_bget?cpd+C09459 Hasubanonine
  2. News: Y. Chemists hoping to ease pain . https://web.archive.org/web/20070310214247/http://deseretnews.com/dn/view/0,1249,645193786,00.html . dead . March 10, 2007 . Deseret News . August 17, 2006.
  3. 10.1002/anie.201102226. 21638524. Efficient Entry to the Hasubanan Alkaloids: First Enantioselective Total Syntheses of (−)-Hasubanonine, (−)-Runanine, (−)-Delavayine, and (+)-Periglaucine B. Angewandte Chemie International Edition. 50. 38. 8863–8866. 2011. Herzon. Seth B.. Calandra. Nicholas A.. King. Sandra M.. McCarthy. M. C.. Gauss. J..

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