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Total synthesis of ent-15(RS)-2,3-dinor-5,6-dihydro-8-epi-PGF2α
✍ Scribed by Alexandre Guy; Thierry Durand; Arlene Roland; Emmanuelle Cormenier; Jean-Claude Rossi
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 247 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The first total synthesis of ent-15(RS)-2,3-dinor-5,6-dihydro-8-epi-PGF2c~ 1 is described using diacetone-D-glucose as starting material. The major urinary metabolite of the isoprostane 8-epi-PGF2ct is 2,3-dinor-5,6-dihydro-8-epi-PGF2c~, which is a potent lipid peroxidation index to obtain an integrated assessment of oxidative stress in humans.
📜 SIMILAR VOLUMES
The first total synthesis of 15(RS)-5,6-dehydro-8-epi-PGF2cL methyl ester 1 with high stereoselectivity and good yield, is described using D-glucose as starting material. This novel isoprostane is a potent precursor of labelled (deutered and/or tritiated) 8-epi-PGF2a, an useful tool for biological s
Total Synthesis of 15(RS)-5,6-Dehydro-8-epi-PGF2α Methyl Ester by a Biomimetic Process. -Using diacetone D-glucose (I) as starting material the first total synthesis of the title compound (IV) is achieved. Key step is a final biomimetic 5-exo-radical cyclization of the highly functionalized precurs