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.
Di Giacomo
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Dipartimento di Chimica Farmaceutica dell'Università di Pavia, Italy.
Leggeri
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Papeo
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Pirillo
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Traverso
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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