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Composition of an Anthocyan Concentrate from Aronia melanocarpa Elliot − X‐ray Analysis of Tetraacetyl Parasorboside
Author(s) -
Weinges Klaus,
Schick Hartmut,
Schilling Gerhard,
Irngartinger Hermann,
Oeser Thomas
Publication year - 1998
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199801)1998:1<189::aid-ejoc189>3.0.co;2-n
Subject(s) - chemistry , hexa , stereochemistry , glycoside , tetra , acetylation , crystallography , medicinal chemistry , biochemistry , gene
Following acetylation of an anthrocyan concentrate from black chokeberries (fruits of Aronia melanocarpa Elliot = Sorbus melanocarpa Heynh., Rosaceae), which is used as a natural food colouring agent, hexa‐ O ‐acetyl‐sorbitol, penta‐ O ‐acetyl‐glucopyranose ( 1 ), tetra‐ O ‐acetyl‐β‐D‐glucopyranosyl benzoate ( 2 ), and hepta‐ O ‐acetyl‐amygdalin ( 7 ) were detected by comparison with authentic samples. The structures of the hitherto unknown compounds 4‐ O ‐(tetra‐ O ‐acetyl‐β‐D‐glucopyranosyl)pentan‐2‐one ( 3 ) and hepta‐ O ‐acetyl (2‐pentanyl)‐β‐D‐gentiobioside ( 8 ) were elucidated from their 1 H, 1 H‐ and 13 C, 1 H‐COSY spectra. The structure of tetra‐ O ‐acetyl parasorboside was confirmed by crystal structure analysis.