Of -prostaglandin

The prochiral meso form of 2-cyclopenlen-1,4-diol (101) reacts with the (Z)-alkenyl iodide 102 to give the 3-substituted cyclopentanone 103 with nearly complete diastereoselectivity (98 2)[92], The reaction is used for the synthesis of prostaglandin. The alkenyl iodide 102 must be in the Z form in order to obtain the high diastereoselectivity. The selectivity is low when the corresponding (Z)-alkenyl iodide is used[93]. 

PGH2 IS the precursor to a number of prostaglandins and related compounds depending on the enzyme that acts on it One of these cleaves the O—O bond of the endoperox ide and gives PGE2... 

Covalent bond (Section 1 3) Chemical bond between two atoms that results from their shanng of two electrons COX 2 (Section 26 6) Cyclooxygenase 2 an enzyme that cat alyzes the biosynthesis of prostaglandins COX 2 inhibitors reduce pain and inflammation by blocking the activity of this enzyme... 

Cyclohexane-la,3a,5a-triol (i j -hexahydrophloroglucinol, a-phloroglucite) is a starting material in Woodward s synthesis of prostaglandin 2oc and... 

The nomenclature of prostaglandins and prostacyclins is based on the basic prostane skeleton (11), whereas thromboxane (12) is the parent for the thromboxanes. 

Fig. 6. Synthesis of prostaglandins via a bicyclo[3.1.0]hexane intermediate where MCPBA = m — chloroperbenzoic acid.

Fig. 7. Synthesis of prostaglandins via cleavage of polycyclic intermediates where R = HC=CHCH(OSi(CH3 )2 C( CH3 )3) C5. ...

These actions of aspirin are thought to result from its abiHty to reduce the production of prostaglandin formed by platelet cells without appreciably... 

Other mechanisms of action, such as potentiation of the bradykinin [58-82-2] effect, and increased production of prostaglandins... 

Since nonsteroidal antiinflammatory dmgs, such as aspirin, an inhibitor of the synthesis of prostaglandins, will block the diuretic effects of furosemide, their concomitant use should be avoided (13,117). 

A. Mitra, The Synthesis of Prostaglandins, J. Wiley-lnterscience New York, 1977. 

The synthesis of prostaglandin Ei in the naturally occurring leva form was achieved by a modification of the sequence described above in which the racemic amine A was resolved with (-)-oc-bromocamphor-Tt-sulfonic acid. The enantiomer of the natural PGEi ([a]57g+57° (cO.5, THE)) was also synthesized (Ref. 3). 

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