Glucosylation of Resveratrol Improves its Immunomodulating Activity and the Viability of Murine Macrophage RAW 264.7 Cells
2
조회
0
다운로드
0
인용
0
참고문헌
키워드
초록
DEffects of resveratrol glucosylation on the immunomodulation properties of resveratrol and on the viability of macrophage cells have been studied by using murine macrophage RAW 264.7 cells. Nitric oxide (NO) and interleukin 6 (IL-6) expression in macrophages in vitro were studied after treatment with different concentrations of (E)-resveratrol, (E)-resveratrol 3-O-β-D-glucoside (R-3-G), or (E)-resveratrol 4'-O-β-D-glucoside (R-4'-G). In vitro viability of RAW 264.7 cells after treatment with the aforementioned three compounds was also studied. As demonstrated by macrophage cell viability assays, two different resveratrol monoglucosides, R-3-G and R-4'-G, exhibited 50−80% reduced cytotoxicity in comparison to (E)-resveratrol in A549 and HepG2 cells. Compared to the resveratrol aglycon, both glucosylated resveratrol derivatives positively modulated NO and IL-6 production in macrophages positively via transcriptionally up-regulating IL-6 and iNOS expression. Conjugation of a glucose moiety on resveratrol was found to enhance the immunomodulating activity of resveratrol and the viability of RAW 264.7 cells.
Abstract
DEffects of resveratrol glucosylation on the immunomodulation properties of resveratrol and on the viability of macrophage cells have been studied by using murine macrophage RAW 264.7 cells. Nitric oxide (NO) and interleukin 6 (IL-6) expression in macrophages in vitro were studied after treatment with different concentrations of (E)-resveratrol, (E)-resveratrol 3-O-β-D-glucoside (R-3-G), or (E)-resveratrol 4'-O-β-D-glucoside (R-4'-G). In vitro viability of RAW 264.7 cells after treatment with the aforementioned three compounds was also studied. As demonstrated by macrophage cell viability assays, two different resveratrol monoglucosides, R-3-G and R-4'-G, exhibited 50−80% reduced cytotoxicity in comparison to (E)-resveratrol in A549 and HepG2 cells. Compared to the resveratrol aglycon, both glucosylated resveratrol derivatives positively modulated NO and IL-6 production in macrophages positively via transcriptionally up-regulating IL-6 and iNOS expression. Conjugation of a glucose moiety on resveratrol was found to enhance the immunomodulating activity of resveratrol and the viability of RAW 264.7 cells.
참고문헌 (22)
- Feng YH, "Low dose of resveratrol enhanced immune response of mice", Acta Pharmacol. Sin, 23, pp.893~897 (2002)
- Fremont L, "Biological effects of resveratrol", Life Science, 66, pp.663~673 (2000)
- Fuggetta M, "The immunomodulating activities of resveratrol glucosides in humans", Recent Pat. Food Nutr. Agric, 3, pp.81~90 (2011)
- Gao X, "Immunomodulatory activity of resveratrol: discrepant in vitro and in vivo immunological effects", Biochem. Pharmacol, 66, pp.2427~2435 (2003)
- Jang M, "Cancer chemopreventive activity of resveratrol, a natural product derived from grapes", Science, 275, pp.218~220 (1997)
- Baur JA, "Therapeutic potential of resveratrol:the in vivo evidence", Nat. Rev. Drug Discov, 5, pp.493~506 (2006)
- Neves AR, "Resveratrol in medicinal chemistry: a critical review of its pharmacokinetics, drug-delivery, and membrane interactions", Curr. Med. Chem, 19, pp.1663~1681 (2012)
- Gugler R, "Disposition of quercetin in man after single oral and intravenous doses", Eur. J. Clin. Pharmacol, 9, pp.229~234 (1975)
- Makino T, "Enzymatically modified isoquercitrin, alpha-oligoglucosyl quercetin 3-O-glucoside, is absorbed more easily than other quercetin glycosides or aglycone after oral administration in rats", Biol. Pharm. Bull, 32, pp.2034~2040 (2009)
- Tsai SH, "Suppression of nitric oxide synthase and the down-regulation of the activation of NFkappaB in macrophages by resveratrol", Br. J. Pharmacol, 126, pp.673~680 (1999)
- Wadsworth TL, "Effects of the wine polyphenolics quercetin and resveratrol on pro-inflammatory cytokine expression in RAW 264.7 macrophages", Biochem. Pharmacol, 57, pp.941~949 (1999)
- Gao X, "Immunomodulatory activity of resveratrol: suppression of lymphocyte proliferation, development of cell-mediated cytotoxicity, and cytokine production", Biochem. Pharmacol, 62, pp.1299~1308 (2001)
- 최옥식, "Construction of Artificial Biosynthetic Pathways for Resveratrol Glucoside Derivatives", Journal of Microbiology and Biotechnology, 24(5), pp.614~618 (2014), 한국미생물·생명공학회[DOI]
- Ramesh Prasad Pandey, "Glucosylation of Isoflavonoids in Engineered Escherichia coli", Molecules and Cells, 37(2), pp.172~177 (2014), 한국분자세포생물학회[DOI]
- Pandey RP, "Enzymatic biosynthesis of novel resveratrol glucoside and glycoside derivatives", Appl. Environ. Microbiol, 80, pp.7235~7243 (2014)
- Mosmann T, "Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays", J. Immunol. Methods, 65, pp.55~63 (1983)
- Diehl S, "The two faces of IL-6 on Th1", Th2 differentiation, 2002, pp.39, 531~536
- Detmers PA, "Deficiency in inducible nitric oxide synthase results in reduced atherosclerosis in apolipoprotein E-deficient mice", J. Immunol, 165, pp.3430~3435 (2000)
- Bowe CL, "Design of compounds that increase the absorption of polar molecules", Proc. Natl. Acad. Sci. USA, 94, pp.12218~12223 (1997)
- Zhong M, "Inhibitory effect of resveratrol on interleukin 6 release by stimulated peritoneal macrophages of mice", Phytomedicine, 6, pp.79~84 (1999)
- Holtmann H, "Cytokines", Naturwissenschaften, 82, pp.178~187 (1995)
- Chan MM, "Synergy between ethanol and grape polyphenols, quercetin, and resveratrol, in the inhibition of the inducible nitric oxide synthase pathway", Biochem. Pharmacol, 60, pp.1539~1548 (2000)