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Identification and antioxidant activity of novel chlorogenic acid derivatives from bamboo (Phyllostachys edulis)

, : Identification and antioxidant activity of novel chlorogenic acid derivatives from bamboo (Phyllostachys edulis). Journal of Agricultural and Food Chemistry 49(10): 4646-4655

One known and two novel antioxidant compounds have been isolated from bamboo (Phyllostachys edulis). The butanol-soluble extract of the bamboo leaves was found to have a significant antioxidant activity, as measured by scavenging the stable 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical and the superoxide anion radical (superoxide) in the xanthine/xanthine oxidase assay system. Antioxidant activity-directed fractionation of the extract led to the isolation and characterization of three structural isomeric chlorogenic acid derivatives: 3-O-(3'-methylcaffeoyl)quinic acid (1), 5-O-caffeoyl-4-methylquinic acid (2), and 3-O-caffeoyl-1-methylquinic acid (3). Compounds 2 and 3 were isolated and characterized for the first time from the natural products. In the DPPH scavenging assay as well as in the iron-induced rat microsomal lipid peroxidation system, compounds 2 (IC50 = 8.8 and 19.2 micromolar) and 3 (IC50 = 6.9 and 14.6 micromolar) showed approximately 2-4 times higher antioxidant activity than did chlorogenic acid (IC50 = 12.3 and 28.3 micromolar) and other related hydroxycinnamates such as caffeic acid (IC50 = 13.7 and 25.5 micromolar) and ferulic acid (IC50 = 36.5 and 56.9 micromolar). Among the three compounds, compound 1 yielded the weakest antioxidant activity, and the DPPH scavenging and lipid peroxidation inhibitory activity (IC50 = 16.0 and 29.8 micromolar) was lower than those of chlorogenic and caffeic acids. All three compounds exhibited both superoxide scavenging activities and inhibitory effects on xanthine oxidase. Their superoxide anion (superoxide) scavenging activities (IC50 = 1, 4.3 micromolar; 2, 2.8 micromolar; and 3, 1.2 micromolar) were markedly stronger than those of ascorbic acid (IC50 = 56.0 micromolar), alpha-tocopherol (IC50 > 100 micromolar), and other test compounds, although their inhibition effects on xanthine oxidase may contribute to the potent scavenging activity. alpha-Tocopherol exerted a significant inhibitory effect (65.5% of the control) on superoxide generation in 12-O-tetradecanoylphorbol-13-acetate-induced human promyelocytic leukemia HL-60 cells, and compound 3 showed moderate activity (36.0%). On the other hand, other compounds including 1, 2, chlorogenic acid, and other antioxidants were weakly active (24.8-10.1%) in the suppression of superoxide generation.


PMID: 11600002

DOI: 10.1021/jf010514x

Other references

Hinrichs J.V., 1976: Physical and numerical size in number comparison. Bulletin Of The Psychonomic Society: 262

Dahn, I.; Hallböök, T.; Larsen, O.A.; Lassen, N.A.; Nilsén, R.; Westling, H., 1969: Treatment of acute ischemic pain in the leg by induced hypertension. Acta Chirurgica Scandinavica 135(5): 391-394

Frenkel, A.I., 2004: Solving the structure of nanoparticles by multiple-scattering EXAFS analysis. Journal of Synchrotron Radiation 6(Pt 3): 293-295

Jandová, K.; Riljak, V.; Maresová, D.; Langmeier, M.; Pokorný, J., 2010: Magnesium and posthypoxic changes of nitrergic population in rat hippocampus. We used NADPH-diaphorase staining to study effects of magnesium pre-treatment during long-lasting hypoxia on the brain structure of rats. NADPH-diaphorase is an enzyme co-localized in neurons with NO-synthase that is responsible for NO synthesis....

Parmar, I.P.; Khurana, A.K., 1985: Regional prevalence of xerophthalmia (Haryana). Indian Journal of Public Health 29(4): 248-250

Nomura, J.; Makino, H.; Nakajima, H.; Horiuchi, K., 1990: Application of near infrared spectroscopy for process control in sugar refinery. Near infrared (NIR) spectroscopy, using an InfraAlyzer Model 400, was tested for the analysis of refinery molasses and refined (soft white and soft yellow) sugars. The operating principles of the instrument are explained. Advantages of the method...

Derosier, A.; Lunn, W., 2016: Effects Of Varying Postexercise Nutrition On Subsequent Exercise Performance In Active Adults Habitually Consuming A Low- Carbohydrate/high-fat Diet: 1888 Board #40 June 2, 2: 00 PM - 3: 30 PM. Medicine and Science in Sports and Exercise 48(5 Suppl 1): 519-519

Purkarthofer, H.; Steiner, W., 1995: Induction of endo-beta-xylanase in the fungus Thermomyces lanuginosus. The effect of various carbohydrates on the production of inducible beta-xylanase of Thermomyces lanuginosus was investigated. Xylanase was found to be constitutively produced at a low level and induced by a number of substances. All D-pentoses as...

Viganó, P.; Pardi, R.; Magri, B.; Busacca, M.; D.B.asio, A.M.; Vignali, M., 1994: Expression of intercellular adhesion molecule-1 (ICAM-1) on cultured human endometrial stromal cells and its role in the interaction with natural killers. PROBLEM: Recent evidence emphasizes the role of natural killer cells (NKs) as potential effectors of peritoneal immune surveillance directed against the outgrowth of endometrial cells, refluxed with menstrual debris, in ectopic sites. This NK-medi...

Segi, M.; Kurihara, M.; Matsuyama, T.; Narai, Y., 1964: Geographical And Epidemiological Considerations On Cancer, With Special Reference To The Status Of Cancer In Japan Compared With Other Nations. Naika. Internal Medicine 13: 1031-1041