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One-step isolation of sappanol and brazilin from Caesalpinia sappan and their effects on oxidative stress-induced retinal death
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  • Journal title : BMB Reports
  • Volume 48, Issue 5,  2015, pp.289-294
  • Publisher : Korean Society for Biochemistry and Molecular Biology
  • DOI : 10.5483/BMBRep.2015.48.5.189
 Title & Authors
One-step isolation of sappanol and brazilin from Caesalpinia sappan and their effects on oxidative stress-induced retinal death
Uddin, Golam Mezbah; Kim, Chul Young; Chung, Donghwa; Kim, Kyung-A; Jung, Sang Hoon;
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 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 μM 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. [BMB Reports 2015; 48(5): 289-294]
 Keywords
Antioxidant;Caesalpinia sappan;Centrifugal partition chromatography;Homoisoflavonoids;N-retinylidene-N-retinyl-ethanolamine (A2E) photooxidation;
 Language
English
 Cited by
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Neuroprotective effects of N-adamantyl-4-methylthiazol-2-amine against amyloid β-induced oxidative stress in mouse hippocampus, Brain Research Bulletin, 2016  crossref(new windwow)
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N-Adamantyl-4-methylthiazol-2-amine suppresses amyloid β-induced neuronal oxidative damage in cortical neurons, Free Radical Research, 2016, 50, 6, 678  crossref(new windwow)
 References
1.
Almasieh M, Wilson AM, Morquette B, Cueva Vargas JL and Di Polo A (2012) The molecular basis of retinal ganglion cell death in glaucoma. Prog Retin Eye Res 31, 152-181 crossref(new window)

2.
Wein FB and Levin LA (2002) Current understanding of neuroprotection in glaucoma. Curr Opin Ophthalmol 13, 61-67 crossref(new window)

3.
Osborne NN, Melena J, Chidlow G and Wood JP (2001) 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, 1252-1259 crossref(new window)

4.
Kim KA, Kang KD, Lee EH, Nho CW and Jung SH (2011) Edible wild vegetable, Gymnaster koraiensis protects retinal ganglion cells against oxidative stress. Food Chem Toxicol 49, 2131-2143 crossref(new window)

5.
Levkovitch-Verbin H, Martin KR, Quigley HA, Baumrind LA, Pease ME and Valenta D (2002) Measurement of amino acid levels in the vitreous humor of rats after chronic intraocular pressure elevation or optic nerve transection. J Glaucoma 11, 396-405 crossref(new window)

6.
Godley BF, Shamsi FA, Liang FQ, Jarrett SG, Davies S and Boulton M (2005) Blue light induces mitochondrial DNA damage and free radical production in epithelial cells. J Biol Chem 280, 21061-21066 crossref(new window)

7.
Hockberger PE, Skimina TA, Centonze VE et al (1999) Activation of flavin-containing oxidases underlies light-induced production of H2O2 in mammalian cells. Proc Natl Acad Sci U S A 96, 6255-6260 crossref(new window)

8.
Gaillard ER, Avalle LB, Keller LM, Wang Z, Reszka KJ and Dillon JP (2004) A mechanistic study of the photooxidation of A2E, a component of human retinal lipofuscin. Exp Eye Res 79, 313-319 crossref(new window)

9.
Jung SH, Kim BJ, Lee EH and Osborne NN (2010) 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, 713-721 crossref(new window)

10.
Ingkaninan K, Ijzerman AP, Taesotikult T and Verpoorte R (1999) Isolation of opioid-active compounds from Tabernaemontana pachysiphon leaves. J Pharm Pharmacol 51, 1441-1446 crossref(new window)

11.
Xie YW, Ming DS, Xu HX, Dong H and But PP (2000) Vasorelaxing effects of Caesalpinia sappan involvement of endogenous nitric oxide. Life Sci 67, 1913-1918 crossref(new window)

12.
Badami S, Moorkoth S, Rai SR, Kannan E and Bhojraj S (2003) Antioxidant activity of Caesalpinia sappan heartwood. Biol Pharm Bull 26, 1534-1537 crossref(new window)

13.
Kijlstra A, Tian Y, Kelly ER and Berendschot TT (2012) Lutein: more than just a filter for blue light. Prog Retin Eye Res 31, 303-315 crossref(new window)

14.
Yoon KD, Yamamoto K, Ueda K, Zhou J and Sparrow JR (2012) A novel source of methylglyoxal and glyoxal in retina: implications for age-related macular degeneration. PLoS One 7, e41309 crossref(new window)

15.
Esterbauer H (1993) Cytotoxicity and genotoxicity of lipid-oxidation products. Am J Clin Nutr 57, 779S-785S; discussion 785S-786S

16.
Veal EA, Day AM and Morgan BA (2007) Hydrogen peroxide sensing and signaling. Mol Cell 26, 1-14 crossref(new window)

17.
Dib M, Garrel C, Favier A, Robin V and Desnuelle C (2002) Can malondialdehyde be used as a biological marker of progression in neurodegenerative disease? J Neurol 249, 367-374 crossref(new window)

18.
Ji D, Kamalden TA, del Olmo-Aguado S and Osborne NN (2011) Light- and sodium azide-induced death of RGC-5 cells in culture occurs via different mechanisms. Apoptosis 16, 425-437 crossref(new window)

19.
Xu P, Guan S, Feng R, Tang R and Guo D (2012) Separation of four homoisoflavonoids from Caesalpinia sappan by high-speed counter-current chromatography. Phytochem Anal 23, 228-231 crossref(new window)

20.
Van Bergen NJ, Wood JP, Chidlow G et al (2009) Recharacterization of the RGC-5 retinal ganglion cell line. Invest Ophthalmol Vis Sci 50, 4267-4272 crossref(new window)

21.
Mosmann T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65, 55-63 crossref(new window)

22.
Shimazawa M, Nakajima Y, Mashima Y and Hara H (2009) Docosahexaenoic acid (DHA) has neuroprotective effects against oxidative stress in retinal ganglion cells. Brain Res 1251, 269-275 crossref(new window)

23.
Zhang B and Osborne NN (2006) Oxidative-induced retinal degeneration is attenuated by epigallocatechin gallate. Brain Res 1124, 176-187 crossref(new window)

24.
Jung SH, Kang KD, Ji D et al (2008) The flavonoid baicalin counteracts ischemic and oxidative insults to retinal cells and lipid peroxidation to brain membranes. Neurochem Int 53, 325-337 crossref(new window)