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Anti-complement activity of constituents from the stem-bark of Juglans mandshurica
Authors:Min Byung-Sun  Lee Sun-Young  Kim Jung-Hee  Lee Joong-Ku  Kim Tae-Jin  Kim Dong-Hee  Kim Young-Ho  Joung Hyouk  Lee Hyeong-Kyu  Nakamura Norio  Miyashiro Hirotsugu  Hattori Masao
Affiliation:Laboratory of Immunomodulator, Korea Research Institute of Bioscience and Biotechnology, Daejeon, Korea.
Abstract:
Four known flavonoids and two galloyl glucoses isolated from the stem-bark of Juglans mandshurica (Juglandaceae), namely taxifolin (1), afzelin (2), quercitrin (3), myricitrin (4), 1,2,6-trigalloylglucose (5), and 1,2,3,6-tetragalloylglucose (6), were evaluated for their anti-complement activity against complement system. Afzelin (2) and quercitrin (3) showed inhibitory activity against complement system with 50% inhibitory concentrations (IC(50)) values of 258 and 440 microM. 1,2,6-Trigalloylglucose (5) and 1,2,3,6-tetragalloylglucose (6) exhibited anti-complement activity with IC(50) values of 136 and 34 microM. In terms of the evaluation of the structure-activity relationship of 3,5,7-trihydroxyflavone, compounds 2, 3, and 4 were hydrolyzed with naringinase to give kaempferol (2a), quercetin (3a), and myricetin (4a) as their aglycones, and these were also tested for their anti-complement activity. Of the three aglycones, kaempferol (2a) exhibited weak anti-complement activity with an IC(50) value of 730 microM, while quercetin (3a) and myricetin (4a) were inactive in this assay system. Among the compounds tested, 1,2,3,6-tetragalloylglucose (6) showed the most potent anticomplement activity (IC(50), 34 microM).
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