Synthesis of a 11-deoxyprostanoid in the area of preclavulones: (+-)-8,12-trans-(5Z-14Z)-9-oxo-prosta-5,14-dienoic acid from 2-allyl-2-cyclopenten-1-one.
Following our research on the arachidonic acid metabolites and their derivatives with potential biological activity, we describe the synthesis of the (+-)-8,12-trans-(5Z, 14Z)-9-oxo-prosta-5,14-dienoic acid, a 11-deoxyprostanoid correlated to the class of Preclavulones, one of the unusual families of marine eicosanoids from the coral Clavularia Viridis with considerable biological interest.
Dipartimento di Chimica Farmaceutica dell'Università di Pavia, Italy.
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Di Giacomo
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Leggeri
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Papeo
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D
Pirillo
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Traverso
D000818:Animals; D003063:Cnidaria / Q000737:chemistry; D015777:Eicosanoids / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D011465:Prostaglandins, Synthetic / Q000032:analysis / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared
D015777:Eicosanoids; D011465:Prostaglandins, Synthetic; C076158:(+)(-)-8,12-trans-9-oxo-prosta-5,14-dienoic acid