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Novel Hydroxyicosatetraenoic and Hydroxyicosapentaenoic Acids and a 13-Oxo Analog. Isolation from a Mixture of the Calcareous Red Algae Lithothamnion corallioides and Lithothamnion calcareum of Brittany Waters

✍ Scribed by Antonio Guerriero; Michele D'Ambrosio; Francesco Pietra


Publisher
John Wiley and Sons
Year
1990
Tongue
German
Weight
444 KB
Volume
73
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

A mixture of the red calcareous algae Lithothamnion corallioides CROUAN and Lithothamnion calcareum (PALLAS) ARESCHOUGH, from Brittany waters, gives, on ethanolic extraction, the novel icosanoids ethyl 13‐hydroxy‐arachidonate (=(+)‐all‐Z‐ethyl 13‐hydroxyicosa‐5,8, 11,14,‐tetraenoate; (+)‐1)), ethyl 13‐hydroxytimnodonate (=(+)‐(all‐Z)‐ethyl 13‐hydroxyicosa‐5,8,11,14,17‐pentaenoate ((+)‐2), and (5__Z__,9__E__,11__E__,14__E__)‐ethyl 8‐hydroxy‐13‐oxoicosa‐5,9,11,14‐tetraenoate (3). Moreover, the ethyl esters of four known icosatetraenoic acids are contained in the above algae. Structural elucidations of these metabolites are based mainly on NMR data.