Isolierung und Strukturaufklärung von Neapolitanose (O-β-D-Glucopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→6)]-(D-glucose), einem neuen Trisaccharid aus den Stempeln von Gartenkrokussen (Crocus neapolitanus var.)

✍ Scribed by Martin Rychener; Peter Bigler; Hanspeter Pfander

• Publisher: John Wiley and Sons
• Year: 1984
• Tongue: German
• Weight: 379 KB
• Volume: 67
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19840670205

✦ Synopsis

Isolation and Structure Elucidation of Neapolitanose (O‐β‐D‐Glucopyranosyl‐(1→2)‐O‐[β‐D‐glucopyranosyl‐(1→6)]‐D‐glucose), New Trisaccharide from the Stigmas of Garden Crocusses (Crocus neapolitanus var.)

From the stigmas of Crocus neapolitanus var. ‘Blue Bird’ two new crocetin glycosyl esters were isolated. They contained a hitherto unknown trisaccharide. For the structure elucidation a homonuclear 2D‐^1^H‐NMR‐shift‐correlation experiment was carried out with the peracetate of the isolated trisaccharide. This experiment revealed that the carbohydrate is O‐β‐D‐glucopyranosyl‐(1→2)‐O‐[β‐D‐glucopyranosyl‐(1→6))]‐D‐glucose, for which we suggest the name ‘neapolitanose’. The two new C~20~‐carotenoids from Crocus neapolitanus are crocetin (β‐gentiobiosyl) (β‐neapolitanosyl) ester (4) and crocetin di(β‐neapolitanosyl) ester (5).