- TOTAL SYNTHESES OF SPECIALIZED PRO-RESOLVING MEDIATORS (SPMS), STRUCTURAL ISOMERS AND STRUCTURAL ANALOGS
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A method for the synthesis of specialized pro-resolving mediators, structural isomers thereof and analogs thereof is disclosed herein. The method comprises reacting a compound of the formula (I): (I) wherein R1 is alkyl(C≤12), cycloalkyl(C≤12), alkenyl(C≤12), alkylidene(C≤12), alkynyl(C≤12), aryl, aralkyl, heteroaryl or heteroaralkyl; and X1, X2 and X3 are each independently hydroxy or OP, wherein P is a hydroxy protecting or hydroxy activating group; with a reducing agent under conditions sufficient to produce a compound of the formula (II): (II) wherein: R1, X1, X2 and X3 are as defined above. Novel protectins, more specifically novel structural isomers and analogs of PD1 and PDX are also disclosed.
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- Total Synthesis of the Antidiabetic (Type 2) Lipid Mediator Protectin DX/PDX
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The first total synthesis of a lipid mediator derived from natural ?-3-fatty acid docosahexaenoic acid (DHA), 10S,17S-diHDHA (also referred to as protectin DX/PDX), was achieved in a convergent route (29 steps). The two chiral hydroxyl groups at C-10 and
- Sancéau, Jean-Yves,Maltais, René,Poirier, Donald,Marette, André
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p. 495 - 505
(2019/01/24)
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