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Synfacts 2010(1): 0016-0016  
DOI: 10.1055/s-0029-1218399
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Resolvin E2

Contributor(s): Philip Kocienski
S. Ogawa, D. Urabe, Y. Yokokura, H. Arai, M. Arita, M. Inoue*
University of Tokyo, Japan
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Publication History

Publication Date:
21 December 2009 (online)

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Significance

Resolvin E2 is derived from eicosapentaenoic acid by the action of cyclooxygenase-2 and 5-lipoxygenase. It reduces neutrophil infiltration and proinflammatory cytokine production in vivo and therefore has potential for treating inflammatory diseases. The synthesis of Inoue and co-workers uses an efficient catalytic desymmetrization of the anhydride A with the quinine-derived catalyst B to give C, a procedure described by Song and co-workers (Angew. Chem. Int. Ed. 2008, 47, 7872).