Glycolipid analysis of the Caribbean sponge Amphimedon compressa showed it to contain two novel glycosphingolipids, amphiceramide A and B , possessing an unusual Δ6-phytosphingosine. The saccharide chain of amphiceramide A is composed of a β-glucose residue glycosylated at position 6 by an N-acetyl-β-glucosamine, and has never been found before in a natural product. The saccharide chain of amphiceramide B consists of an allolactose [Gal(1β→6)Glc] residue β-linked to the ceramide and is found here for the first time in a natural glycosphingolipid. In addition, the sponge contains a new molecular species of acetamidoglucosyl ceramide , and known glucosyl ceramide (halicerebroside A) and melibiosyl ceramide (amphimelibioside C).
Glycolipids from Sponges. Part 21. Amphiceramide A and B, Novel Glycosphingolipids from the Marine Sponge Amphimedon compressa / Costantino, Valeria; Fattorusso, Ernesto; Imperatore, Concetta; Mangoni, Alfonso; Teta, Roberta. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - (2009), pp. 2112-2119. [10.1002/ejoc.200801230]
Glycolipids from Sponges. Part 21. Amphiceramide A and B, Novel Glycosphingolipids from the Marine Sponge Amphimedon compressa
COSTANTINO, VALERIA;FATTORUSSO, ERNESTO;IMPERATORE, CONCETTA;MANGONI, ALFONSO;TETA, ROBERTA
2009
Abstract
Glycolipid analysis of the Caribbean sponge Amphimedon compressa showed it to contain two novel glycosphingolipids, amphiceramide A and B , possessing an unusual Δ6-phytosphingosine. The saccharide chain of amphiceramide A is composed of a β-glucose residue glycosylated at position 6 by an N-acetyl-β-glucosamine, and has never been found before in a natural product. The saccharide chain of amphiceramide B consists of an allolactose [Gal(1β→6)Glc] residue β-linked to the ceramide and is found here for the first time in a natural glycosphingolipid. In addition, the sponge contains a new molecular species of acetamidoglucosyl ceramide , and known glucosyl ceramide (halicerebroside A) and melibiosyl ceramide (amphimelibioside C).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
