Anti-complement Activity of Constituents from the Stem-Bark of Juglans mandshurica
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 aga...
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| Published in | Biological & Pharmaceutical Bulletin Vol. 26; no. 7; pp. 1042 - 1044 |
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| Main Authors | , , , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Tokyo
The Pharmaceutical Society of Japan
2003
Pharmaceutical Society of Japan Maruzen Japan Science and Technology Agency |
| Subjects | |
| Online Access | Get full text |
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| 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 (IC50) values of 258 and 440 μM. 1,2,6-Trigalloylglucose (5) and 1,2,3,6-tetragalloylglucose (6) exhibited anti-complement activity with IC50 values of 136 and 34 μM. 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 IC50 value of 730 μM, 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 (IC50, 34 μM). |
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| AbstractList | 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). 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 (IC50) values of 258 and 440 μM. 1,2,6-Trigalloylglucose (5) and 1,2,3,6-tetragalloylglucose (6) exhibited anti-complement activity with IC50 values of 136 and 34 μM. 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 IC50 value of 730 μM, 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 (IC50, 34 μM). |
| Author | Lee, Sun-Young Kim, Jung-Hee Kim, Young-Ho Lee, Joong-Ku Kim, Dong-Hee Joung, Hyouk Min, Byung-Sun Miyashiro, Hirotsugu Hattori, Masao Kim, Tae-Jin Lee, Hyeong-Kyu Nakamura, Norio |
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| Keywords | Juglans Bark 3,5,7-trihydroxyflavone Complement Juglans mandshurica Stem anti-complement activity 1,2,6-trigalloylglucose Juglandaceae 1,2,3,6-tctragalloylglucose Dicotyledones Angiospermae Spermatophyta |
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| SubjectTerms | 1,2,3,6-tetragalloylglucose 1,2,6-trigalloylglucose 3,5,7-trihydroxyflavone Analytical, structural and metabolic biochemistry Animals anti-complement activity Biological and medical sciences Complement Inactivator Proteins - chemistry Complement Inactivator Proteins - isolation & purification Complement Inactivator Proteins - pharmacology Complement System Proteins - metabolism Dose-Response Relationship, Drug Fundamental and applied biological sciences. Psychology Humans Juglans Juglans mandshurica Male Medical sciences Pharmacology. Drug treatments Plant Bark Plant Extracts - chemistry Plant Extracts - isolation & purification Plant Extracts - pharmacology Plant Stems Sheep |
| Title | Anti-complement Activity of Constituents from the Stem-Bark of Juglans mandshurica |
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| ispartofPNX | Biological and Pharmaceutical Bulletin, 2003, Vol.26(7), pp.1042-1044 |
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