One-step isolation of sappanol and brazilin from Caesalpinia sappan and their effects on oxidative stress-induced retinal death
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Caesalpinia sappan is a well-distributed plant that is cultivated in Southeast Asia, Africa, and the Americas. C. sappan has been used in Asian folk medicine and its extract has been shown to have pharmacological effects. Two homoisoflavonoids, sappanol and brazilin, were isolated from C. sappan by using centrifugal partition chromatography (CPC), and tested for protective effects against retinal cell death. The isolated homoisoflavonoids produced approximately 20-fold inhibition of N-retinylidene-N-retinyl-ethanolamine (A2E) photooxidation in a dose-dependent manner. Of the 2 compounds, brazilin showed better inhibition (197.93 ± 1.59 M of IC50). Cell viability tests and PI/Hoechst 33342 double staining method indicated that compared to the negative control, sappanol significantly attenuated H2O2-induced retinal death. The compounds significantly blunted the up-regulation of intracellular reactive oxygen species (ROS), and sappanol inhibited lipid peroxidation in a concentration-dependent manner. Thus, both compounds represent potential antioxidant treatments for retinal diseases.
Abstract
Caesalpinia sappan is a well-distributed plant that is cultivated in Southeast Asia, Africa, and the Americas. C. sappan has been used in Asian folk medicine and its extract has been shown to have pharmacological effects. Two homoisoflavonoids, sappanol and brazilin, were isolated from C. sappan by using centrifugal partition chromatography (CPC), and tested for protective effects against retinal cell death. The isolated homoisoflavonoids produced approximately 20-fold inhibition of N-retinylidene-N-retinyl-ethanolamine (A2E) photooxidation in a dose-dependent manner. Of the 2 compounds, brazilin showed better inhibition (197.93 ± 1.59 M of IC50). Cell viability tests and PI/Hoechst 33342 double staining method indicated that compared to the negative control, sappanol significantly attenuated H2O2-induced retinal death. The compounds significantly blunted the up-regulation of intracellular reactive oxygen species (ROS), and sappanol inhibited lipid peroxidation in a concentration-dependent manner. Thus, both compounds represent potential antioxidant treatments for retinal diseases.
참고문헌 (24)
- Almasieh M, "The molecular basis of retinal ganglion cell death in glaucoma", Prog Retin Eye Res, 31, pp.152~181 (2012)
- Wein FB, "Current understanding of neuroprotection in glaucoma", Curr Opin Ophthalmol, 13, pp.61~67 (2002)
- Osborne NN, "A hypothesis to explain ganglion cell death caused by vascular insults at the optic nerve head: possible implication for the treatment of glaucoma", Br J Ophthalmol, 85, pp.1252~1259 (2001)
- Kim KA, "Edible wild vegetable, Gymnaster koraiensis protects retinal ganglion cells against oxidative stress", Food Chem Toxicol, 49, pp.2131~2143 (2011)
- Levkovitch-Verbin H, "Measurement of amino acid levels in the vitreous humor of rats after chronic intraocular pressure elevation or optic nerve transection", J Glaucoma, 11, pp.396~405 (2002)
- Godley BF, "Blue light induces mitochondrial DNA damage and free radical production in epithelial cells", J Biol Chem, 280, pp.21061~21066 (2005)
- Hockberger PE, "Activation of flavin-containing oxidases underlies light-induced production of H2O2 in mammalian cells", Proc Natl Acad Sci U S A, 96, pp.6255~6260 (1999)
- Gaillard ER, "A mechanistic study of the photooxidation of A2E, a component of human retinal lipofuscin", Exp Eye Res, 79, pp.313~319 (2004)
- Jung SH, "Isoquercitrin is the most effective antioxidant in the plant Thuja orientalis and able to counteract oxidative-induced damage to a transformed cell line(RGC-5 cells)", Neurochem Int, 57, pp.713~721 (2010)
- Ingkaninan K, "Isolation of opioid-active compounds from Tabernaemontana pachysiphon leaves", J Pharm Pharmacol, 51, pp.1441~1446 (1999)
- Xie YW, "Vasorelaxing effects of Caesalpinia sappan involvement of endogenous nitric oxide", Life Sci, 67, pp.1913~1918 (2000)
- Badami S, "Antioxidant activity of Caesalpinia sappan heartwood", Biol Pharm Bull, 26, pp.1534~1537 (2003)
- Kijlstra A, "Lutein : more than just a filter for blue light", Prog Retin Eye Res, 31, pp.303~315 (2012)
- Yoon KD, "A novel source of methylglyoxal and glyoxal in retina:implications for age-related macular degeneration", PLoS One, 7, pp.e41309~ (2012)
- Esterbauer H, "Cytotoxicity and genotoxicity of lipid-oxidation products", Am J Clin Nutr, 57, pp.779~785 (1993)
- Veal EA, "Hydrogen peroxide sensing and signaling", Mol Cell, 26, pp.1~14 (2007)
- Dib M, "Can malondialdehyde be used as a biological marker of progression in neurodegenerative disease?", J Neurol, 249, pp.367~374 (2002)
- Ji D, "Light-and sodium azide-induced death of RGC-5cells in culture occurs via different mechanisms", Apoptosis, 16, pp.425~437 (2011)
- Xu P, "Separation of four homoisoflavonoids from Caesalpinia sappan by high-speed counter-current chromatography", Phytochem Anal, 23, pp.228~231 (2012)
- Van Bergen NJ, "Recharacterization of the RGC-5 retinal ganglion cell line", Invest Ophthalmol Vis Sci, 50, pp.4267~4272 (2009)
- Mosmann T, "Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays", J Immunol Methods, 65, pp.55~63 (1983)
- Shimazawa M, "Docosahexaenoic acid(DHA)has neuroprotective effects against oxidative stress in retinal ganglion cells", Brain Res, 1251, pp.269~275 (2009)
- Zhang B, "Oxidative-induced retinal degeneration is attenuated by epigallocatechin gallate", Brain Res, 1124, pp.176~187 (2006)
- Jung SH, "The flavonoid baicalin counteracts ischemic and oxidative insults to retinal cells and lipid peroxidation to brain membranes", Neurochem Int, 53, pp.325~337 (2008)