Saudin Explained

Saudin is a diterpenoid first isolated from the African flowering plant Cluytia richardiana.^[1]

Saudin has shown a hypoglycemic effect in an rodent model experiment.^[2]

Because of the unusual chemical structure and its potential biological activity, there has been research aimed at its total synthesis.^{[3] [4] [5] [6] [7]}

Notes and References

1. 10.1021/jo00206a050 . Saudin, a hypoglycemic diterpenoid, with a novel 6,7-seco-labdane carbon skeleton, from Cluytia richardiana . The Journal of Organic Chemistry . 50 . 6 . 916–918 . 1985 . Mossa . Jaber S. . Cassady . John M. . Antoun . Mikhail D. . Byrn . Stephen R. . McKenzie . Ann T. . Kozlowski . John F. . Main . P. .
2. 10.3109/13880208809053897 . The Hypoglycaemic Effect of Saudin . International Journal of Crude Drug Research . 26 . 2 . 81–87 . 1988 . Mossa . J. S. . El-Denshary . E. S. M. . Hindawi . R. . Ageel . A. M. .
3. 10.1016/j.tet.2011.09.067 . 22523435 . 3328808 . Studies culminating in the total synthesis and determination of the absolute configuration of (−)-saudin . Tetrahedron . 67 . 51 . 9787–9808 . 2011 . Boeckman . Robert K. . Rosario Ferreira . Maria Rico del . Mitchell . Lorna H. . Shao . Pengcheng . Neeb . Michael J. . Fang . Yue .
4. 10.1080/00397919608004793 . Studies Toward the Total Synthesis of Saudine : Simple and Stereoselective Synthesis of a Model Caged Ketal Backbone . Synthetic Communications . 26 . 24 . 4671–4684 . 1996 . Labadie . Guillermo R. . Cravero . Raquel M. . González-Sierra . Manuel .
5. 10.1021/ja017194i . An Enantioselective Total Synthesis of (+)- and (−)-Saudin. Determination of the Absolute Configuration . Journal of the American Chemical Society . 124 . 2 . 190–191 . 2002 . Boeckman . Robert K. . Del Rosario Rico Ferreira . Maria . Mitchell . Lorna H. . Shao . Pengcheng . 11782168 .
6. 10.1021/ol050705b . 15932211 . Progress toward the Total Synthesis of Saudin: Development of a Tandem Stille-Oxa-Electrocyclization Reaction . Organic Letters . 7 . 12 . 2413–2416 . 2005 . Tambar . Uttam K. . Kano . Taichi . Stoltz . Brian M. .
7. 10.1021/jo061236+ . 17064005 . 2008 . Tambar . U. K. . Convergent and diastereoselective synthesis of the polycyclic pyran core of saudin . The Journal of Organic Chemistry . 71 . 22 . 8357–64 . Kano . T. . Zepernick . J. F. . Stoltz . B. M. . 21506656 .