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Stereoselective Syntheses of Octadecanoids, 9(S)‑HODE, and 9(S),10(S),13(S)‑TriHOME
Myeongsu Shin1, Youngjoo Byun1,2
1College of Pharmacy, Korea University, 2511 Sejong-ro, Sejong 30019, Republic of Korea.
Abstract:
Octadecanoids and their metabolites are known to be biologically active lipid mediators. 9-(S)-HODE and 9-(S),10-(S),13-(S)-TriHOME, the main metabolites of linoleic acid produced by 15-lipoxygenase, exhibit enantioselective potency and function as endogenous ligands in biological systems. However, the structural modification of 9-(S)-HODE and 9-(S),10-(S),13-(S)-TriHOME in pharmaceutical applications remains largely underexplored. Herein, we report the stereoselective syntheses of 9-(S)-HODE and 9-(S),10-(S),13-(S)-TriHOME to enable access to bioactive octadecanoid analogues.
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