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Characterization and Identification of Bioactive Polyphenols in the Trapa bispinosa Roxb. Pericarp Extract
Authors:Yuji Iwaoka  Shoichi Suzuki  Nana Kato  Chisa Hayakawa  Satoko Kawabe  Natsuki Ganeko  Tomohiro Uemura  Hideyuki Ito
Institution:1.Department of Nutritional Science, Faculty of Health and Welfare Sciences, Okayama Prefectural University, Okayama 719-1197, Japan; (Y.I.); (S.S.); (N.K.); (C.H.); (S.K.); (N.G.);2.Hayashikane Sangyo Co., Ltd., 2-4-8 Yamatomachi, Shimonoseki 750-8608, Japan;
Abstract:In this study, we present the isolation and characterization of the structure of six gallotannins (1–6), three ellagitannins (7–9), a neolignan glucoside (10), and three related polyphenolic compounds (gallic acid, 11 and 12) from Trapa bispinosa Roxb. pericarp extract (TBE). Among the isolates, the structure of compound 10 possessing a previously unclear absolute configuration was unambiguously determined through nuclear magnetic resonance and circular dichroism analyses. The α-glucosidase activity and glycation inhibitory effects of the isolates were evaluated. Decarboxylated rugosin A (8) showed an α-glucosidase inhibitory activity, while hydrolyzable tannins revealed stronger antiglycation activity than that of the positive control. Furthermore, the identification and quantification of the TBE polyphenols were investigated by high-performance liquid chromatography coupled to ultraviolet detection and electrospray ionization mass spectrometry analysis, indicating the predominance of gallic acid, ellagic acid, and galloyl glucoses showing marked antiglycation properties. These findings suggest that there is a potential food industry application of polyphenols in TBE as a functional food with antidiabetic and antiglycation activities.
Keywords:Trapa bispinosa Roxb    polyphenol  ellagitannin  gallotannin  α  -glucosidase inhibitor  advanced glycation end products (AGEs)  antiglycation effect  LC/UV/ESIMS analysis
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