Abstract
Our previous study has demonstrated that the antidiabetic activity of the extract of root bark of Aralia taibaiensis (EAT) was correlated with its combined antioxidant and antiglycation properties. To confirm further the constituents responsible, 12 triterpenoid saponins were isolated from EAT and examined for their antioxidant and antiglycation activities. The antioxidant activities of the pure compounds and EAT were evaluated by studying the inhibition of lipid peroxidation in rat liver microsomes induced by ascorbate/Fe2+, cumine hydroperoxide (CHP) or CCl4/reduced form of nicotinamide-adenine dinucleotide phosphate (NADPH). The antioxidant capacities were also evaluated by studying the scavenging of 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical. The antiglycation activities of the pure compounds and EAT were evaluated by hemoglobin–δ-gluconolactone (δ-Glu) assay, bovine serum albumin (BSA)-glucose assay and N-acetyl-glycyllysine methyl ester (GK peptide)-ribose assay. EAT outperformed other compounds in all the assays. The compounds with best antioxidant (TA7, TA24 and TA35) and antiglycation (TA21, TA9 and TA24) activities in different assays were screened out. The results suggest that the antioxidant and antiglycation properties of EAT could be explained, at least in part, by the synergistic effect of pure compounds isolated from it.
Keywords: ARALIA TAIBAIENSIS, TRITERPENOID SAPONINS, ANTIDIABETES, ANTIOXIDANT, ANTIGLYCATION, FREE RADICAL SCAVENGER
Full Text
The Full Text of this article is available as a PDF (234.4 KB).
References
- 1.Nawroth PP, Bierhaus A, Vogel GE et al. Non-enzymatic glycation and oxidative stress in chronic illnesses and diabetes mellitus. Med Kiln 1999; 94: 29–38. [DOI] [PubMed] [Google Scholar]
- 2.Vlassara H, Palace MR. Diabetes and advanced glycation endproducts. J Intern Med 2002; 251: 87–101. [DOI] [PubMed] [Google Scholar]
- 3.McIntyre KL, Harris CS, Saleem A et al. Seasonal phytochemical variation of anti-glycation principles in lowbush blueberry (Vaccinium angustifolium). Planta Med 2009; 75: 286–292. [DOI] [PubMed] [Google Scholar]
- 4.Ceriello A, Giugliano D, Quatraro A, Donzella C, Dipalo G, Lefebvre PJ. Vitamin E reduction of protein glycosylation in diabetes. New prospect for prevention of diabetic complications? Diabetes Care 1991; 14: 68–72. [DOI] [PubMed] [Google Scholar]
- 5.Duraisamy Y, Gaffney J, Slevin M, Smith CA, Williamson K, Ahmed N. Aminosalicylic acid reduces the antiproliferative effect of hyperglycaemia, advanced glycation endproducts and glycated basic fibroblast growth factor in cultured bovine aortic endothelial cells: comparison with aminoguanidine. Mol Cell Biochem 2003; 246: 143–153. [PubMed] [Google Scholar]
- 6.Xi M, Hai C, Tang H, Chen M, Fang K, Liang X. Antioxidant and antiglycation properties of total saponins extracted from traditional Chinese medicine used to treat diabetes mellitus. Phytother Res 2008; 22: 228–237. [DOI] [PubMed] [Google Scholar]
- 7.Jia W, Gao W, Tang L. Antidiabetic herbal drugs officially approved in China. Phytother Res 2003; 17: 1127–1134. [DOI] [PubMed] [Google Scholar]
- 8.Wu Z. Progress in the study of hypoglycemic action of the active constituents of Chinese herbal drugs and their therapy of type 2 diabetes mellitus. Zhongguo Zhong Yao Za Zhi 1998; 23: 118–120. [PubMed] [Google Scholar]
- 9.Zhang LH, Xiao PG. Recent advances in studies of antihyperlipaemic and antihyperglycaemic compounds from Chinese traditional and herbal medicines. Phytother Res 1993; 7: 217–226. [Google Scholar]
- 10.Yoshikawa M, Matsuda H. Antidiabetogenic activity of oleanolic acid glycosides from medicinal foodstuffs. Biofactors 2000; 13: 231–237. [DOI] [PubMed] [Google Scholar]
- 11.Li WL, Zheng HC, Bukuru J, De Kimpe N. Natural medicines used in traditional Chinese medical system for therapy of diabetes mellitus. J Ethnopharmacol 2004; 92: 1–21. [DOI] [PubMed] [Google Scholar]
- 12.Matsuda H, Murakami T, Shimada H, Matsumura N, Yoshikawa M, Yamahara J. Inhibitory mechanisms of oleanolic acid 3-0-monodesmosides on glucose absorption in rats. Biol Pharm Bull 1997; 20: 717–719. [DOI] [PubMed] [Google Scholar]
- 13.Shimizu K, Ozeki M, lino A, Nakajyo S, Urakawa N, Atsuchi M. Structure-activity relationships of triterpenoid derivatives extracted from Gymnema inodorum leaves on glucose absorption. Jpn J Pharmacol 2001; 86: 223–229. [DOI] [PubMed] [Google Scholar]
- 14.Tang HF, Yi YH, Wang ZZ, Hu WJ, Li YQ. Studies on the triterpenoid saponins of the root bark of Aralia taibaiensis. Yao Xue Xue Bao 1996; 31: 517–523. [PubMed] [Google Scholar]
- 15.Tang HF, Yi YH, Wang ZZ, Jiang YP, Li YQ. Oleanolic acid saponins from the root bark of Aralia taibaiensis. Yao Xue Xue Bao 1997; 32: 685–690. [PubMed] [Google Scholar]
- 16.Hiai S, Oura H, Nakajima T. Color reaction of some sapogenins and saponins with vanillin sulphuric acid. Planta Med 1976; 29: 116–122. [DOI] [PubMed] [Google Scholar]
- 17.Tang HF, Wang ZZ, Yi YH, Jiang YP, Hu WJ, Li YQ. Triterpenoid saponins from the root bark of Aralia taibaiensis. J Chin Pharm Sci 1997; 6: 75–81. [Google Scholar]
- 18.Satav JG, Katyare SS. Effect of experimental thyrotoxicosis on oxidative phosphorylation in rat liver, kidney and brain. Mol Cell Endocrinol 1982; 28: 178–189. [DOI] [PubMed] [Google Scholar]
- 19.Lowry OH, Rosenbrough NJ, Farr AL, Randall RJ. Protein measurement with the Folin phenol reagent. J Biol Chem 1951; 193: 265–275. [PubMed] [Google Scholar]
- 20.Gutteridge JMC, Halliwell B. The measurement and mechanism of lipid peroxidation in biological systems. Trends Biochem Sci 1990; 15: 129–135. [DOI] [PubMed] [Google Scholar]
- 21.Pompella A, Maellaro E, Casini A, Ferrali M, Ciccoli L, Comporti M. Measurement of lipid peroxidation in vivo: a comparison of different procedures. Lipids 1987; 22: 206–211. [DOI] [PubMed] [Google Scholar]
- 22.Slater TF, Sawyer BC. The stimulatory effects of carbon tetrachloride and other halogenoalkanes on peroxidative reaction in rat liver fractions in vitro. Biochem J1971; 123: 805-814. [DOI] [PMC free article] [PubMed]
- 23.Yokozawa T, Chen CP, Dong E, Tanaka T, Nonaka GI, Nishioka I. Study on the inhibitory effect of tannins and flavonoids against DPPH radical. Biochem Pharmaco11998; 56: 213-222. [DOI] [PubMed] [Google Scholar]
- 24.Rahbar S, Nadler JL. A new rapid method to detect inhibition of Amadori product generated by 6-gluconolactone. Clin Chim Acta 1999; 287: 123–130. [DOI] [PubMed] [Google Scholar]
- 25.Ikeda K, Higashi T, Sano H et al. N(epsilon)-(carboxymethyOlysine protein adduct is a major immunological epitope in proteins modified with advanced glycation end products of the Maillard reaction. Biochemistry 1996; 35: 8075–8083. [DOI] [PubMed] [Google Scholar]
- 26.Nagaraj RH, Shipanova IN, Faust FM. Protein cross-linking by the Maillard reaction. Isolation, characterization, and in vivo detection of a lysine-lysine cross-link derived from methylglyoxal. J Biol Chem 1996; 271: 19338–19345. [DOI] [PubMed] [Google Scholar]
- 27.Wolff SP, Jiang ZY, Hunt JV. Protein glycation and oxidative stress in diabetes mellitus and ageing. Free Radic Biol Med 1991; 10: 339–352. [DOI] [PubMed] [Google Scholar]
- 28.Aruoma DI. Free radicals, oxidative stress, and antioxidants in human health and disease. J Am Oil Chem Soc 1998; 75: 199–212. [DOI] [PMC free article] [PubMed] [Google Scholar]
- 29.Baynes JW. Role of oxidative stress in development of complications in diabetes. Diabetes 1991; 40: 405–412. [DOI] [PubMed] [Google Scholar]
- 30.Vlassara H. Advanced glycation endproducts and atherosclerosis. Ann Med 1996; 28: 419–426. [DOI] [PubMed] [Google Scholar]
- 31.Halliwell B. The wanderings of a free radical. Free Radic Biol Med 2009; 46: 531–542. [DOI] [PubMed] [Google Scholar]
- 32.Fogliano V, Verde V, Randazzo G, Ritieni X. A method for measuring antioxidant activity and its application to monitoring the antioxidant capacity of wines. J Agric Food Chem 1999; 47: 1035–1040. [DOI] [PubMed] [Google Scholar]
- 33.Gao XQ, Ohlander M, Jeppsson N, Bjork L, Trajkovski V. Changes in antioxidant effects and their relationship to phytonutrients in fruits of Sea Buckthorn (Hippophae rhamnoides L.) during maturation. J Agric Food Chem 2000; 48: 1485–1490. [DOI] [PubMed] [Google Scholar]
- 34.Ulrich P, Cerami A. Protein glycation, diabetes, and aging. Rec Prog Horm Res 2001; 56: 1–21. [DOI] [PubMed] [Google Scholar]
- 35.Jakus V, Rietbrock N. Advanced glycation end-products and the progress of diabetic vascular complications. Physiol Res 2004; 53: 131–142. [PubMed] [Google Scholar]
- 36.Halliwell B. Role of free radicals in the neurodegenerative diseases: therapeutic implications for antioxidant treatment. Drugs Aging 2001; 18: 685–716. [DOI] [PubMed] [Google Scholar]
- 37.Nakagawa T, Yokozawa T, Terasawa K, Shu S, Juneja LR. Protective activity of green tea against free radical- and glucose-mediated protein damage. J Agric Food Chem 2002; 50: 2418–2422. [DOI] [PubMed] [Google Scholar]
- 38.Khalifa RG, Baynes JW, Hudson BG. Amadorins: novel post-Amadori inhibitors of advanced glycation end product. Biochem Biophys Res Commun 1999; 257: 251–258. [DOI] [PubMed] [Google Scholar]