ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Synthesis of 7-β-Neohesperidosyl-4′-(β-D-glucopyranosyl)naringenin, a Flavanone Triglycoside from Citrus FruitsThe glycoside 7-β-neohesperidosyl-4′-(β-D-glucopyranosyl)naringenin (3), isolated from the segments of Citrus paradisi Macf, by Mizelle et al., was synthesized by condensation of phloracetophenone 4-β-neohesperidoside (1) with 4-hydroxybenzaldehyde 4-β-D-glucopyranoside (2) and by cyclisation of the resulting chalkone glykoside. Dehydrogenation of the flavanone triglykoside undecaacetate and subsequent saponification leads to the formation of 7-β-neohesperidosyl-4′-(β-D-glucopyranosyl)apigenin (7), the first synthetic apigenin triglycoside.
Notes:
Das von Mizelle und Mitarbb. aus Citrus paradisi Macf. isolierte 7-β-Neohesperidosyl-4′-β-D-glucopyranosyl-naringenin (3) wurde durch Kondensation von Phloracetophenon-4-β-neohesperidosid (1) mit 4-Hydroxy-benzaldehyd-4-β-D-glucopyranosid (2) und Cyclisierung des entstandenen Chalkonglykosids synthetisiert. Durch Dehydrierung des Flavanontriglykosid-undecaacetats (3a) wurde nach Verseifen das 7-β-Neohesperidosyl-4′-β-D-glucopyranosyl-apigenin (7) als erstes synthetisches Apigenintriglykosid dargestellt.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19711040216
