Isolation and Identification of α-Glucosidase Inhibitory Compounds, Hyperoside, and Isoquercetin from Eleutherococcus senticosus Leaves

In the present investigation, the anti-diabetic potential of 80% ethanol extract of Eleutherococcus sentico- sus leaves (EEES) was examined based on α-glucosidase inhibitory activities. EEES was sequentially fractionated with n-hexane, chloroform, ethyl acetate (EtAOc), n-butanol, and H2O. Of the various fractions, EtAOc fraction effec- tively inhibited α-glucosidase activity by 68.05%. Therefore, EtAOc fraction was selected for further isolation and identification studies. EtAOc fraction was separated by medium pressure liquid chromatography with silica and ODS gel to yield eight fractions (EAA~EAH). Based on the results of α-glucosidase inhibitory activity, EAH fraction was re-chromatographed to yielded four more fractions (EAHA~EAHD). Of these, EAHC fraction showed higher α-glucosidase inhibitory activity of 93.60%. EAHC fraction was re-chromatographed and yielded EAHCA and EAHCB fractions. Further, identification and chemical structures of these two fractions were analyzed using 1 H-NMR, 13 C-NMR, and mass spectra data. Based on the results of the spectral data, the isolated compounds were identified as hyperoside and isoquercetin. Results of the present study indicate that the isolated compounds, hyperoside, and isoquercetin from leaves of E. senticosus could be used for the development of new anti-diabetic drugs.

[1]  C. Jung,et al.  Eleutheroside E, An Active Component of Eleutherococcus senticosus, Ameliorates Insulin Resistance in Type 2 Diabetic db/db Mice , 2013, Evidence-based complementary and alternative medicine : eCAM.

[2]  M. Laakso,et al.  Glucose control in diabetes: which target level to aim for? , 2012, Journal of internal medicine.

[3]  Ying-ping Wang,et al.  Antidiabetic activity of isoquercetin in diabetic KK -Ay mice , 2011, Nutrition & metabolism.

[4]  최상원,et al.  오디씨로부터 항산화성 폴리페놀화합물의 분리 및 동정 , 2011 .

[5]  Sang-Woon Choi,et al.  Isolation and Identification of Antioxidant Polyphenolic Compounds in Mulberry (Morus alba L.) Seeds , 2011 .

[6]  Y. Park,et al.  Anti-diabetic and Hypoglycemic Effect of Eleutherococcus spp. , 2010 .

[7]  J. Appleton.  Evaluating the Bioavailability of Isoquercetin , 2010 .

[8]  Lee Sang-hyun,et al.  Determination of hyperin in the fruits of Acanthopanax species by high performance liquid chromatography. , 2010 .

[9]  강대욱,et al.  사방오리나무 추출물의 α-amylase 및 α-glucosidase 저해활성 , 2008 .

[10]  이승철,et al.  Antioxidant Activity and Inhibition Activity against α-Amylase and α-Glucosidase of Viola mandshurica Extracts , 2008 .

[11]  F. Hsu,et al.  Hypoglycemic effect of syringin from Eleutherococcus senticosus in streptozotocin-induced diabetic rats. , 2008, Planta medica.

[12]  Y. Jeong,et al.  Inhibitory Effects of Four Solvent Fractions of Alnus firma on α-Amylase and α-Glucosidase. , 2008 .

[13]  T. Matsumura,et al.  (+)-Syringaresinol-di-O-beta-D-glucoside, a phenolic compound from Acanthopanax senticosus Harms, suppresses proinflammatory mediators in SW982 human synovial sarcoma cells by inhibiting activating protein-1 and/or nuclear factor-kappaB activities. , 2007, Toxicology in vitro : an international journal published in association with BIBRA.

[14]  한지숙,et al.  Inhibitory Effects of Sasa borealis Leaves Extracts on Carbohydrate Digestive Enzymes and Postprandial Hyperglycemia , 2007 .

[15]  Ju-Wan Kim,et al.  Tissue Concentration of Quercetin, Isoquercitrin and Hyperoside, and Lipid Profile Changes Following 8-Week Feeding of Angelica keiskei Powder in Rats , 2007 .

[16]  Sun Young Park,et al.  Siberian ginseng reduces infarct volume in transient focal cerebral ischaemia in Sprague‐Dawley rats , 2005, Phytotherapy research : PTR.

[17]  Young‐Sook Kim.  Antimicrobial Activity of Yacon K-23 and Manufacture of Functional Yacon Jam , 2005 .

[18]  H. Oh,et al.  Hepatoprotective and free radical scavenging activities of phenolic petrosins and flavonoids isolated from Equisetum arvense. , 2004, Journal of ethnopharmacology.

[19]  D. Choi,et al.  Flavonol glycosides from the leaves of Eucommia ulmoides O. with glycation inhibitory activity. , 2004, Journal of ethnopharmacology.

[20]  F. Song,et al.  Analysis of flavonoid constituents from leaves of Acanthopanax senticosus harms by electrospray tandem mass spectrometry. , 2002, Rapid communications in mass spectrometry : RCM.

[21]  이상현,et al.  Effects of the Water Extract from the Stem Bark of Acanthopanax senticosus on Hyperlipidemia in Rats , 2001 .

[22]  Gerhard Eisenbrand,et al.  Chinese Drugs of Plant Origin: Chemistry, Pharmacology, and Use in Traditional and Modern Medicine , 1992 .

[23]  G. Okano,et al.  Phenolic compounds from stem bark of Acanthopanax senticosus and their pharmacological effect in chronic swimming stressed rats. , 1990, Chemical & pharmaceutical bulletin.

[24]  J. Garrow,et al.  Obesity and related diseases , 1988 .

[25]  I. I. Brekhman,et al.  New substances of plant origin which increase nonspecific resistance. , 1969, Annual review of pharmacology.