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Total Synthesis of Chatancin.

Josef Aigner1, Edda Gössinger1, Hanspeter Kählig1

  • 1Institut für Organische Chemie der Universität, Währingerstrasse 38, A-1090 Wien (Austria), Fax: (+43) 131-367-2280.

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|May 2, 2018
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Summary

Researchers synthesized chatancin, a potential therapeutic compound from soft coral, in racemic form. This study also achieved formal total syntheses of both natural and unnatural enantiomers of chatancin.

Keywords:
ChatancinNatural productsTerpenoidsTotal synthesis

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Area of Science:

  • Marine natural products chemistry
  • Organic synthesis
  • Medicinal chemistry

Background:

  • Chatancin is a diterpene isolated from soft coral.
  • Chatancin acts as an antagonist of platelet-activating factor.
  • Platelet-activating factor antagonists have potential therapeutic applications.

Purpose of the Study:

  • To describe the first total synthesis of racemic chatancin.
  • To achieve formal total syntheses of natural (+)-chatancin and unnatural (-)-chatancin.

Main Methods:

  • Total synthesis of chatancin.
  • Formal total synthesis of enantiomers.

Main Results:

  • The first total synthesis of racemic chatancin was accomplished.
  • Formal total syntheses of both (+)-chatancin and (-)-chatancin were achieved.

Conclusions:

  • The synthetic accessibility of chatancin and its enantiomers is established.
  • This work provides a foundation for further investigation of chatancin's therapeutic potential.