Preparation, Spectral Properties and Antioxidant Activities of Pyranone-Anthocyanin Derivative (Oxovitisin)
WU Nao, WANG Jing-yi, JIANG Tian, LI Shu-yi, ZHU Zhen-zhou, HE Jing-ren*
Hubei Key Laboratory for Processing and Transformation of Agricultural Products, College of Food Science and Engineering, Wuhan Polytechnic University, Wuhan 430023, China
Abstract：A novel polyphenolic compound, named Oxovitisin, with unique lactone pyranone ring and non-oxonium structures was prepared. In this paper, Oxovitisin A was synthesized with two-step reactions in micro-oxygenation system using carboxypyranoanthocyanins formed from pyruvic acid and anthocyanins. The fraction of Oxovitisin A was isolated by a combination of several chromatographic techniques and identified with HPLC-DAD-EI-MS/MS. The results showed that the purity of Oxovitisin A could reach more than 99% after purification. The study investigated the florescence spectra of Oxovitisin A, the effect of different pH value on UV feature and color parameters. The antioxidant activities of Oxovitisin A were evaluated by using a BPCL Ultra-weak luminescence analyzer in vitro, which were compared with that of Vitisin A, Mv-3-gluc and Vitamin C. The results revealed that Oxovitisin A had an obvious fluorescence peaks under the excitation wavelength of 440 nm, but no intensity of florescence was detected on Vitisin A and Mv-3-gluc. Analysis with UV spectroscopy and color parameter variations method indicated that Oxovitisin A had a higher structural and color stability. All four compounds (Oxovitisin A, Vitisin A, Mv-3-gluc, Vitamin C) showed strong antioxidant activity in scavenging O-2 (IC50 of 71.4, 30.7, 19, 28 μg·mL-1, respectively), ·OH (1.68, 3.524, 2.854, 8.441 μg·mL-1, respectively) and H2O2 (1.311, 0.409 8, 0.288, 3.265 μg·mL-1, respectively). However, Oxovitisin A showed the highest antioxidant ability in scavenging free radical compared with Vitisin A, Mv-3-gluc and Vitamin C.
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