Structural characterization of a procyanidin tetramer and pentamer from the apple by low-temperature NMR analysis

Tetrahedron Letters

Volumn 49, Issue 45, 2008, Pages 6413-6418

  Abe, Yutaka ^a   Shoji, Toshihiko ^b   Kawahara, Nobuo ^c   Kamakura, Hiroyuki ^c   Kanda, Tomomasa ^b   Goda, Yukihiro ^c   Ozeki, Yoshihiro ^a  

^a TOKYO UNIVERSITY OF AGRICULTURE AND TECHNOLOGY   (Japan)

^b ASAHI BREWERIES LTD   (Japan)

^c NATIONAL INSTITUTE OF HEALTH SCIENCES   (Japan)

Author keywords

Apple; Condensed tannin; Malus pumila; NMR; Oligomer; Pentamer; Procyanidin; Tetramer

Indexed keywords

CATECHIN; EPICATECHIN; EPICATECHIN (4BETA-6) EPICATECHIN (4BETA-8) EPICATECHIN (4BETA -8) EPICATECHIN; EPICATECHIN (4BETA-8) EPICATECHIN (4BETA-8) EPICATECHIN (4BETA-8) EPICATECHIN (4BETA-8) EPICATECHIN; PROCYANIDIN DERIVATIVE; TETRAMER; UNCLASSIFIED DRUG;

APPLE; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CHEMICAL BOND; CHEMICAL STRUCTURE; LOW TEMPERATURE; NUCLEAR MAGNETIC RESONANCE;

MALUS PUMILA; MALUS X DOMESTICA;

EID: 52049124484     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.08.087     Document Type: Article

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25. 2O appropriately and the resulting solution was applied to an HPLC analysis. Inertsil ODS-ΙΙΙ column (i.d. 2.1 × 250 mm; 3 μm, GL Sciences Inc.) and 0.1% aqueous formic acid (A) and acetonitrile (B) were used as the mobile phase. The gradient program was 0% B for 5 min, a linear gradient from 0% to 13% B for 10 min and a linear gradient from 13% to 38% B for 60 min at a flow rate of 0.2 mL/min detected at 280 nm. By the results of this phloroglucinol cleavage experiments for the procyanidins 1 and 2, the epicatechin-phloroglucinol and epicatechin were detected. These results showed that each of the procyanidins 1 and 2 was composed of only epicatechin unit.