한국약용작물학회지 (Korean Journal of Medicinal Crop Science)

  • 제20권4호
  • /
  • Pages.222-230
  • /
  • 2012
  • /
  • 1225-9306(pISSN)
  • /
  • 2288-0186(eISSN)
한국약용작물학회 (The Korean Society of Medicinal Crop Science)
권호 표지
DOI QR코드

DOI QR Code

현초에서 분리된 페놀성 화합물들의 흰쥐 수정체 유래 알도즈 환원효소 및 갈락티톨 생성 억제 효과

Inhibitory Effect of the Phenolic Compounds from Geranium thunbergii on Rat Lens Aldose Reductase and Galactitol Formation

  • 최세진 (한림대학교 식품영양학과) ;
  • 김진규 (한림대학교 천연의약연구소) ;
  • 장재만 (한림대학교 천연의약연구소) ;
  • 임순성 (한림대학교 식품영양학과)
  • Choi, Se-Jin (Department of Food Science and Nutrition, Hallym University) ;
  • Kim, Jin-Kyu (Institute of Natural Medicine, Hallym University) ;
  • Jang, Jai-Man (Institute of Natural Medicine, Hallym University) ;
  • Lim, Soon-Sung (Department of Food Science and Nutrition, Hallym University)
  • 투고 : 2012.05.08
  • 심사 : 2012.07.23
  • 발행 : 2012.08.30
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

We evaluated the inhibitory effects of extracts and components of Geranium thunbergii on aldose reductase (AR) and galactitol formation in rat lenses with high levels of galactose as a part of our ongoing search of natural sources for therapeutic and preventive agents for diabetic complications. The inhibitory effects of water, methanol and ethanol extracts of G. thunbergii on rat lens AR (RLAR) were determined. Comparing inhibitory effects of various solvent extracts, ethanol extract showed RLAR inhibitory activity ($IC_{50}$ values, 5.24 and $6.39{\mu}g/m{\ell}$, respectively). The ethanol extract was fractionated to chloroform, ethyl acetate and water. Of these, the ethyl acetate fraction from ethanol extract of G. thunbergii exhibited RLAR inhibitory activity ($IC_{50}$ value, $2.64{\mu}g/m{\ell}$). In order to identify the bioactive components of ethyl acetate soluble fraction of ethanol extract from G. thunbergii, eight compounds, namely gallic acid (1), protocatechuic acid (2), p-hydroxybenzoic acid (3), brevifolin carboxylic acid (4), geraniin (5), ellagic acid (6), kaempferol-3-O-arabinofuranosyl-7-O-rhamnopyranoside (7), kaempferitrin (8) were isolated. The isolates were subjected to in vitro bioassays to evaluate their inhibitory activity on RLAR and galactitol formation in rat lenses. The ellagic tannins (5, 6) and flavonoid (7) exhibited strong inhibitory effects on RLAR. Also, these three compounds (5, 6 and 7) suppressed galactitol accumulation in rat lens under high galactose conditions, demonstrating the potential to prevent galactitol accumulation exo vivo. These results suggest that the extracts and components of G. thunbergii are a promising agent in the prevention or treatment of diabetic complications.

키워드

참고문헌

  1. Carper DA, Hohman TC and Old SE. (1995). Residues affecting the catalysis and inhibition of rat lens aldose reductase. Biochimica et Biophysica Acta. 1246:67-63. https://doi.org/10.1016/0167-4838(94)00182-G
  2. Choi HJ, Jeong YK, Kang DO and Joo WH. (2008). Inhibitory effects of four solvent fractions of Alnus firma on a-amylase and a-glucosidase. Journal of Life Sciences. 18:1005-1010. https://doi.org/10.5352/JLS.2008.18.7.1005
  3. Collins JG and Corder CN. (1977). Aldose reductase and sorbitol dehydrogenase distribution in substructures of normal and diabetic rat lens. Investigative Ophthalmology Visual Science. 16:242-243.
  4. Constantino L, Rastelli G, Vianello P, Cignarella G and Barlocco D. (1999). Diabetes complications and their potential prevention: aldose reductase inhibition and other approaches. Medical Care Research Review. 19:3-23. https://doi.org/10.1002/(SICI)1098-1128(199901)19:1<3::AID-MED2>3.0.CO;2-7
  5. Corns CM. (2003). Herbal remedies and clinical biochemistry. Annals of Clinical Biochemistry. 40:489-507. https://doi.org/10.1258/000456303322326407
  6. Dvornik E, Simard-Duquesne N, Krami M, Sestanj K, Gabbay KH, Kinoshita JH, Varma SD and Merola LO. (1973). Polyol accumulation in galactosemic and diabetic rats: control by an aldose reductase inhibitor. Science. 182:1146-1148. https://doi.org/10.1126/science.182.4117.1146
  7. Fatmawati S, Kurashiki K, Takeno S, Kim YU, Shimizu K, Sato M, Imaizumi K, Takahashi K, Kamiya S, Kaneko S and Kondo R. (2009). The inhibitory effect on aldose reductase by an extract of Ganoderma lucidum. Phytotherapy Research. 23:28-32. https://doi.org/10.1002/ptr.2425
  8. Gabbay KH and O'Sullivan JB. (1968). The sorbitol pathway: Enzyme localization and content in normal and diabetic nerve and cord. Diabetes. 17:239-243. https://doi.org/10.2337/diab.17.5.239
  9. Hayman S and Kinoshita J. (1965). Isolation and properties of lens aldose reductase. Journal of Biological Chemistry. 240:877- 882.
  10. Jeon YH, Moon JM, Kweon HJ, Jeoung YJ, An CS, Jin HL, Hur SJ and Lim BO. (2010). Effects of Lycii fructus and Astragalus membracaceus mixed extracts on immunomodulators and prevention of diabetic cataract and retinopathy in streptozotocin-induced diabetes rat model. Korean Journal of Medicinal Crop Science. 18:15-21.
  11. Kato A, Yasuko H, Goto H, Hollinshead J, Nash RJ and Adachi I. (2009). Inhibitory effect of rhetsinine isolated from Evodia rutaecarpa on aldose reductase activity. Phytomedicine. 16:258-261. https://doi.org/10.1016/j.phymed.2007.04.008
  12. Kim JK, Lee YS, Kim SH, Bae YS and Lim SS. (2011). Inhibition of aldose reductase by phenylethanoid glycoside isolated from the seeds of Paulownia coreana. Biological Pharmaceutical Bulletin. 34:160-163. https://doi.org/10.1248/bpb.34.160
  13. Kim SH, Kim JK, Lee YS and Lim SS. (2010). Inhibitory effect of quercetin-3-O-a-L-rhamnopyranoside from Chamaecyparis obtuse on aldose reductase and sorbitol accumulation. Korean Journal of Medicinal Crop Science. 18:305-310.
  14. Kitagawa K, Kawamoto T, Futaki S, Kiyama S, Akita T, Moritoki H and Kiso Y. (1989). Solution syntheses of two enkephalin-containing peptides E and dynorphin(1-24), using Nin- (2,4,6-triisopropylphenylsulfonyl) trytophan. Chemical Pharmaceutical Bulletin. 37:2631-2638. https://doi.org/10.1248/cpb.37.2631
  15. Kubo M, Matsuda H, Tokuoka K, Kobayashi Y, Ma S and Tanaka T. (1994). Studies of anti-cataract drugs from natural sources. I. Effects of a methanolic extract and the alkaloidal components from Corydalis tuber on in vitro aldose reductase activity. Biological Pharmaceutical Bulletin. 17:458-459. https://doi.org/10.1248/bpb.17.458
  16. Kwon OG. Kim SH, Chun BY, Park DK and Son KH. (1999). Isolation of anti-microbial components from Montan cortex. Journal of Korean Pharmaceutical. 30:340-344.
  17. Lee YS, Kang YH, Jung JY, Kang IJ, Han SN, Chung JS, Shin HK and Lim SS. (2008). Inhibitory constituents of aldose reductase in the fruiting body of Phellinus linteus. Biological Pharmaceutical Bulletin. 31:765-768. https://doi.org/10.1248/bpb.31.765
  18. Lee YS, Kim SH, Jung SH, Kim JK, Pan CH and Lim SS. (2010). Aldose reductase inhibitory compounds from Glycyrrhiza uralensis. Biological Pharmaceutical Bulletin. 33:917-921. https://doi.org/10.1248/bpb.33.917
  19. Lee YS, Kim JK, Bae YS, Won MH, Kang IJ and Lim SS. (2011). Inhibitory effect of glucodistylin from the bark of Quercus acutissima on human recombinant aldose reductase and sorbitol accumulation. Archives Pharmacal Research. 34:211-215. https://doi.org/10.1007/s12272-011-0205-1
  20. Lim SS, Jung YJ, Hyun SK, Lee YS and Choi JS. (2006). Rat lens aldose reductase inhibitory constituents of Nelumbo nucifera stamens. Phytotherapy Research. 20:825-830. https://doi.org/10.1002/ptr.1847
  21. Liu QH, Jeong JE, Choi EJ, Moon YH and Woo ER. (2006). A new furofuran lignan from Geranium thunbergii sieb. et zucc. Archives Pharmacal Research. 29:1109-1113. https://doi.org/10.1007/BF02969300
  22. Mulinacci N, Vincicieri FF, Baldi A, Bambagiotti AM, Sendi A and Wagner H. (1995). Flavonol glycosides from Sedum telephium subspecies maximum leaves. Phytochemistry. 38:531- 533. https://doi.org/10.1016/0031-9422(94)00554-7
  23. Nawwar MAM, Hussein SSM and Merfort I. (1994). NMR spectral analysis of polyphenols from Punica granatum. Phytochemistry. 36:793-768. https://doi.org/10.1016/S0031-9422(00)89820-9
  24. Park WY, Lee SC, Ahn BY and Lee SH. (1993). Phenolic compounds from Acalypha australis L. Journal of Korean Pharmaceutical. 24:20-25.
  25. Saijo R, Nonaka GI and Nishioka I. (1990). Gallic acid esters of bergenin and norbergenin from Mallotus japonicuc. Phytochemistry. 29:267-270. https://doi.org/10.1016/0031-9422(90)89047-D
  26. Shin KH, Chung MS and Cho TS. (1994). Effects of furanocoumarins from Angelica dahurica on aldose reductase and galactosemic cataract formation in rats. Archives of Pharmacal Research. 17:331-336. https://doi.org/10.1007/BF02974172
  27. Son KH, Pak UN, Chinmoy S and Ranjan B. (2005). A sensitive assay of red blood cell sorbitol level by high performance liquid chromatography: potential for diagnostic evaluation of diabetes. Clinica Chimica Acta. 354:41-47. https://doi.org/10.1016/j.cccn.2004.11.006
  28. Srivastava Y, Venkatakrishna-Bhatt H and Verma Y. (1988). Effect of Momordica charantia Linn. pomous aqueous extract on cataractogenesis in murrin alloxan diabetics. Pharmacological Research Communication. 20:201-209.
  29. Tapsell LC, Hemphill I, Cobiac L, Patch CS, Sullivan DR, Fenech M, Roodenrys S, Keogh JB, Clifton PM, Williams PG, Fazio VA and Inge KE. (2006). Health benefits of herbs and spices: the past, the present, the future. Medical Journal of Australia. 185:S4-24.
  30. Ushio Y, Okoda T and Abe H. (1991). Effects of geraniin on morphology and function of macrophages. International Archives of Allergy and Immunology. 96:224-230. https://doi.org/10.1159/000235499
  31. Varma SD, Mikuni I and Kinoshita JH. (1975). Flavonoids as inhibitors of lens aldose reductase. Science. 188:1215-1216. https://doi.org/10.1126/science.1145193
  32. Yisida T, Itoh H, Matsunaga S, Tanaka R and Okuda T. (1992). Tannins and related polyphenols of euphobiaceous plants,. Hydorlyzable tannins with 1C-glucose core from Phyllanthus flexuosus Muell. Arg. Chemical Pharmaceutical Bulletin. 40:520-521.
  33. Yonekura-Sakakibara K, Tohge T, Matsuda F, Nakabayashi R, Takayama H, Niida R, Watanabe-Takahashi A, Inoue E and Saito, K. (2008). Comprehensive flavonol profiling and transcriptome coexpression analysis leading to decoding genemetabolite correlations in Arabidopsis. The Plant Cell. 20:2160- 2176. https://doi.org/10.1105/tpc.108.058040

피인용 문헌

  1. Cataract Preventive Role of Isolated Phytoconstituents: Findings from a Decade of Research vol.10, pp.11, 2018, https://doi.org/10.3390/nu10111580