1993 Fiscal Year Final Research Report Summary
Synthesis of Alkylpolyphenols Glycosides and the Inhibitory Effects on Superoxide Anion Production by Macrophages
| Project/Area Number |
04660136
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
製造化学・食品
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| Research Institution | Shinshu university |
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Principal Investigator |
HIROTA Mitsuru Shinshu University ; Faculty of Agriculture ; Associate professor, 農学部, 助教授 (90199133)
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| Co-Investigator(Kenkyū-buntansha) |
IRIYE Ryozo Shinshu University ; Faculty of Agriculture ; Professor, 農学部, 教授 (20024557)
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| Project Period (FY) |
1992 – 1993
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| Keywords | Active oxygen / Superoxide anion / Macrophages / Inflammation / Polyphenols / Glycoside |
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| Research Abstract |
Superoxide anion is produced by macrophages in vivo. It is a causative agent of several diseases and also promotes inflammation. We synthesized alkylpolyphenol glycosides and examined effects of the synthetic compounds on superoxide anion production by macrophages. We also investigated anti-inflammatory activity of the synthetic compounds. Alkylcatechol xylopyranosides with various carbon chains (carbon numbers from 2 to 18), octylresorcinol xylopyranoside, octylhydroquinone xylopyranoside and octylphenol xylopyranoside were synthesized. Examining the effect of the synthetic compounds on superoxide anion production by macrophages with the modified NBT method, we found that octylcatechol xylopyranoside strongly suppressed superoxide anion production in a concentration of 50 mug/ml. Octylhydroquinone xylopyranoside and octylphenol xylopyranoside also showed similar strong activity. Using mouse ear inflammation test, we also examined anti-inflammatory activity of the synthetic compounds. Octylcatechol xylopyranoside, octylhydroquinone xylopyranoside, octylphenol xylopyranoside showed strong inhibitory activity. A sugar moiety and an alkyl chain with proper length are important structural factors for the presence of both effects on superoxide anion production and inflammation. Furthermore, we examined the reactivity of decylcatechol xylopyranoside with radicals using anti-oxidation test. It markedly suppressed autooxidation of linoleic acid in a concentration of 1Oppm. These compounds may directly react with superoxide anion (radical).
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