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Synfacts 2011(7): 0700-0700  
DOI: 10.1055/s-0030-1260483
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Synthesis of the Bioprotective Agent JP4-039

Contributor(s): Philip Kocienski
M.-C. Frantz, J. G. Pierce, J. M. Pierce, L. Kangying, W. Qingwei, M. Johnson, P. Wipf*
University of Pittsburgh and Asymchem Inc., Morrisville, USA
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Publikationsdatum:
17. Juni 2011 (online)

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Significance

JP4-039 is a stable nitroxyl radical that is capable of crossing lipid bilayer membranes and scavenging reactive oxygen species, such as the superoxide radical anion. It concentrates in the mitochondria where it inhibits hydro­peroxidation of the lipid cardiolipin. JP4-039 is ­being developed for the amelioration of radiation damage. The enantiomer of JP4-039 and five ­analogues were also prepared.