Combined MS/MS-NMR Annotation Guided Discovery of <i>Iris lactea</i> var. <i>chinensis</i> Seed as a Source of Viral Neuraminidase Inhibitory Polyphenols
Hyun Woo Kim,
Soo Sung Kim,
Kyo Bin Kang,
Byeol Ryu,
Eunjin Park,
Jungmoo Huh,
Won Kyung Jeon,
Hee-Sung Chae,
Won Keun Oh,
Jinwoong Kim,
Sang Hyun Sung,
Young-Won Chin
Affiliations
Hyun Woo Kim
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Soo Sung Kim
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Kyo Bin Kang
College of Pharmacy, Sookmyung Women’s University, Seoul 04310, Korea
Byeol Ryu
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Eunjin Park
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Jungmoo Huh
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Won Kyung Jeon
Herbal Medicine Research Division, Korea Institute of Oriental Medicine, Daejeon 34054, Korea
Hee-Sung Chae
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Won Keun Oh
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Jinwoong Kim
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Sang Hyun Sung
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
Young-Won Chin
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Korea
In this study, the chemical diversity of polyphenols in Iris lactea var. chinensis seeds was identified by combined MS/MS-NMR analysis. Based on the annotated chemical profile, the isolation of stilbene oligomers was conducted, and consequently, stilbene oligomers (1-10) were characterized. Of these, compounds 1 and 2 are previously undescribed stilbene dimer glycoside (1) and tetramer glycoside (2), respectively. Besides, to evaluate this plant seed as a rich source of stilbene oligomers, we quantified three stilbene oligomers of I. lactea var. chinensis seeds. The contents of three major stilbene oligomers—trans-ε-viniferin (3), vitisin A (6), and vitisin B (9)—in I. lactea var. chinensis seeds were quantified as 2.32 (3), 4.95 (6), and 1.64 (9) mg/g dry weight (DW). All the isolated compounds were tested for their inhibitory activities against influenza neuraminidase. Compound 10 was found to be active with the half maximal inhibitory concentration (IC50) values at 4.76 μM. Taken together, it is concluded that I. lactea var. chinensis seed is a valuable source of stilbene oligomers with a human health benefit.
