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Two novel blue pigments with ellagitannin moiety, rosacyanins A1 and A2, isolated from the petals of Rosa hybrida
Authors:Yuko Fukui  Kyosuke Nomoto  Takashi Iwashita  Yoshikazu Tanaka
Institution:a Institute for Health Care Science, Suntory Ltd, 1-1-1 Wakayamadai, Shimamoto, Mishima, Osaka 618-8503, Japan
b Faculty of Life Sciences, Toyo University, 1-1-1 Izumino, Itakura, Gumma 374-0193, Japan
c Suntory Institute for Bioorganic Research, 1-1-1 Wakayamadai, Shimamoto, Mishima, Osaka 618-8503, Japan
d Institute for Advanced Technology, Suntory Ltd, 1-1-1 Wakayamadai, Shimamoto, Mishima, Osaka 618-8503, Japan
Abstract:Two novel blue pigments, rosacyanins A1 and A2, were isolated from the petals of Rosa hybrida cv. ‘M'me. Violet’. Their structures were elucidated on the basis of high-resolution Fourier transform ion cyclotron resonance mass spectroscopy (HR-FT-ICR-MS), FABMS/MS/MS, 1H, 13C and two-dimensional NMR. The molecular formulas of rosacyanin A1 (1) and A2 (2) are C56H37O31 and C63H41O35, respectively. The structures of rosacyanins A1 and A2 consisted of a common chromophore containing cyanidin with a galloyl group link between positions 4 and 5 of the hydroxyl group of the flavylium nucleus and tellimagrandins (1 or 2). These pigments in which anthocyanidin nuclei linked to ellagitannin through an ether bond are the first compounds isolated from natural sources.
Keywords:Rose  Rosa hybrida  Rosacyanin  Anthocyanidin  Ellagitannin  Blue pigment  FABMS/MS/MS  13C isotope shift
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