Exiguapyrone and exiguaone, new polypropionates from the Mediterranean cephalaspidean mollusc Haminoea exigua. Issue 1 (6th January 2016)

• Record Type: Journal Article
• Authors: Nuzzo, Genoveffa; Cutignano, Adele; Moles, Juan; Avila, Conxita; Fontana, Angelo
• Is Part Of: Tetrahedron letters. Volume 57:Issue 1(2016)
• Page Start: 71
• Page End: 74
• Publication Date: 2016-01-06
• Subjects: Polyketide -- Polypropionate -- Opisthobranchs -- NMR characterization -- Chemical marker; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.11.067
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: This is the second report of polypropionates isolated from Haminoea species. Polypropionates co-occur with haminols in Haminoea exigua . The two polypropionates likely arise from the same PKS-like assembly based on ten C3 -units. Abstract: Two new polypropionates, named exiguapyrone (2 ) and exiguaone (3 ) along with the known haminol-1 (4 ) and -2 (5 ), have been isolated from the lipidic extract of the Mediterranean cephalaspidean mollusc Haminoea exigua . The regular propionate skeletons, structurally related to other polypropionates from the congener Haminoea fusari, have been elucidated by means of NMR techniques as natural (2 and 3 ) and α-/γ-pyrone methyl derivatives (2a and 2b ). This is a further report showing the co-occurrence of alkyl-pyridines and polypropionates in Haminoea molluscs strengthening the role of polypropionates as chemical markers among cephalaspideans.