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Antioxidant and cyclooxygenase (COX) inhibitory activities of Ailanthus altissima (Mill.) Swingle leaves

Year 2012, Volume: 71 Issue: 2, 77 - 84, 25.12.2012

Abstract

The present study aimed to investigate antioxidant and cyclooxygenase (COX) inhibitory activities of
Ailanthus altissima leaves extracts. N-hexane and methanol-aqueous extracts of Ailanthus altissima leaves
were tested for their antioxidant activities, using DPPH (1,1-Diphenyl-2-picrylhydrazyl), ferric reducing
antioxidant power, cholinesterase, elastase, and tyrosinase assays. The results showed that methanolaqueous
extract has a significant radical scavenging activity, reducing power, and mild cyclooxygenase
(COX) inhibitory activity and n-hexane was less active.
Keywords: Ailanthus altissima, leaves, antioxidant activity, cyclooxygenase (COX) inhibitory activity.

References

  • Adamik K. and Brauns F. E. (1957) Tree of heaven as pulpwood. Tappi, 40: 522-527.
  • Ames B. N., Shigenaga M. K. and Hagen T. M. (1993) Oxidants, antioxidant, and the degenerative diseases of aging. Proceedings Naional Academy Sciences U.S.A., 90: 7915-7922.
  • Andersson C., Halleberg A. and Hogberg, T. (1996) In: Advances in Drug Research; Testa, B. A., Meyers, U. A., Eds.; Academic: London, p. 64.
  • Barakat H. H. (1998) Chemical Investigation of the constitutive phenolics of Ailanthus altissima; the structure of a new flavone gallate. Natural Product Sciences, 4: 153-159.
  • Benzie I. F. F. and Strain J. J. (1999) Ferric reducing antioxidant power assay: Direct measure of total antioxidant activity of biological fluids and modified version for simultaneous measurement of total antioxidant power and ascorbic acid concentration. Methods Enzymology, 299: 15-27.
  • Blois M. S. (1958) Antioxidant determinations by the use of a stable free radical. Nature, 26: 1199-1200.
  • Bory G. and Clair M. D. (1989) Lipid content and fatty acid composition of seeds of Ailanthus altissima (Mill.) Swinglr (Simaroubaceae). Indian Journal of Plant Physiology, 32:12-19.
  • Bray D. H., Boardman P., O, Neill M. J., Chan K. L., Phillipson J. D., Warhurst D. C. and Suffness M. (1987) Plants as source of antimalarial drugs. Phytotherapy Research, 1: 22-24.
  • Casinovi G. C., Ceccherelli P., Fardella G. and Gradolini G. (1983) Isolation and structure of a quassinoid from Ailanthus glandulosa. Phytochemistry, 22: 2871-2879.
  • Chiarlo B. and Pinca M. C. (1965) Identification of Quassin and neoquassin. Bulletin Chim. Farm, 104: 485-488.
  • Chiarlo B. and Tacchino E. (1965) Constituents of the bark of Ailanthus altissima II. Content of fatty acids to C22. Rivision Italian Sostanze Grasse, 42: 122-124.
  • Clauss E. P. (1961) Pharmacognosy 4th Edition, Henery Kimpton, London, 111.
  • Conalez E. E. and Delgano J. N. (1962) Journal of Pharmaceutical Sciences 51: 76-81.
  • Crespi Perellino N., Guicciardi A., Mingetti A. and Speroni, E. (1988) Comparsion of biological activity induced by Ailanthus altissima plant or cell cultures exracts. Pharmacological Research Communications, 20: 45-49.
  • El-Baky A. M., Drawish F. M., Ibraheim Z. Z. and Gouda Y. G. (2000) Phenolic compounds from Aianthus altissima swingle. Bulletin Pharmaceutical Sciences, Assuit University, 23: 111-116.
  • Ellman G. L., Coutney K. D., Andres V. J. and Featherstone R. M. (1961) A new and rapid colorimetric determination of acetylcholinesterase activity. Biochemistry and Pharmacolology, 7: 88-95.
  • Farnsworth N. R. (1966) Biological and phytochemical screening of plants. Journal of Pharmaceutical Sciences, 55: 265-276.
  • Fulton C. C. (1932) Precipitating agents for alkaloids. American Journal of Pharmacology, 104: 244-252.
  • Furuno T., Naora H., Murae T., Hirota H., Tsuyuki T., Takahashi T., Itai A., Iitaka Y., and Matsushita K. (1981) A new Bitter Principle from Ailanthus altissima Swingle. Chemistry Letters, 12 :1597-1598.
  • Geissman T. A., (1962) The Chemistry of Flavonoid Compounds, Pergamon Press, London, 126.
  • Harborne J. B. (1973) Phytochemical Methods, Chapman and Hall, London.
  • Harper S. H. (1939) The active principles of leguminous fish-poison plants. Journal of Chemical Society, 61: 1099-1106.
  • Heim E. K. (2002) Flavonoids antioxidants: Chemistry, metabolism and structure-activity relationship. Journal of Nutritional Biochemistry, 13: 572-579.
  • Hwang S. G., Lee H. C., Kim D. G., Lee G. O., Yun Y. G. and Jeon B. H. (2002) Yakhak Hoechi, 46: 18-22.
  • Kapoor N., Bedi K. L., Tikoo M. K., Kapoor S. K. and Sarin Y. K. (1990). Some lesser known tree-borne oil seeds of India. Journal of Oil Technology Association, 22: 65-72.
  • Kawagishi H., Somoto A., Kuranari J., Kimura A. and Chiba S. (1993) A novel cyclotetrapeptide produced by Lactobacillus helveticus as a tyrosinase inhibitor. Tetrahedron Letter, 34: 3439-3445.
  • Kelly E. H., Anthony R. T. and Dennis J.B. 2002. Flavonoids antioxidants: Chemistry, methabolism and structure activity relatioships, Journal of Nutritional Biochemistry,13: 572-584.
  • Kontos H. A. (1989) Oxygen radicals in CNS damage. Chemistical Biology International, 72: 229-255.
  • Kraus W., Koll-Weber M., Maile R., Wunder T., and Vogler B. (1994) Biologyically active constituents of trobical and subtropicalplants. Pure Applied Chemistry 66: 2347-2354.
  • Kubota K., Fukamiya N., Hamada T., Okano M., Tagahara K. and Lee K-H. (1996) Two new quassinoids ailantinol A and B and related compounds from Ailanthus altissima. Journal of Natural Products, 59: 683-691.
  • Kucuk M. M., Demirbas A., and Ayas A. (1994) Fatty acids of Ailanthus altissima. Modellogy Measurment Control, 46: 45-49.
  • Lim S. N., Cheung P. C. K., Ooi V. E. C. and Ang P. O. (2002) Journal of Agricultural Food Chemistry, 50 (13): 3862-3866.
  • Mastelic J. and Jerkovic I. (2002) Volatile constituents from the leaves of young and old Ailanthus altissima (Mill.) swingle tree. Croatia Chemistry Acta, 75: 189-193.
  • Niimi Y., Tsuyuki T., Takahashi T. and Matsushita K. (1987) Bitter Principles of Ailanthus altissima Swingle. Structure. Determination of Shinju-glycosides E and F. Chemical Pharmaceutical Bulletin, 35: 4302.
  • Ohmoto T., and Koike K. (1984) Studies on the constituents of Ailanthus altissima Swingle. III. The alkaloidal constituents. Chemical Pharmarceutical Bulletin, 32: 170.
  • Ohmoto T., Koike K. and Sakamoto Y. (1981) Studies on the constituents of Ailanthus altissima Swingle. II. Alkaloidal constituents. Chemical Pharmaceutical Bulletin, 29: 390.
  • Ohmoto T. and Koike K. (1989) Antiherpes activity of Simaroubaceae alkaloids in vitro. Shoyakugaku Zasshi, 42: 160. Chemical Abstract, 110: 111567.
  • Ohmoto T., Sung Y. I., Koike K. and Nikaido T. (1985) Effect of alkaloids of simaroubaceae plants on the local blood flow rate. Shoyakugaku Zasshi, 39: 28. Chemical Abstract, 103: 206469.
  • Ohmoto T. and Sung Y. I. (1983) Antimycotic substances in the crude drugs. II. Shoyakugaku Zasshi, 36: 307. Chemical Abstract, 98: 204263.
  • Perry L. M. (1980) Medicinal plants of East and South East Asia, MIT Press, Cambrigde, London, p. 387.
  • Rahman S., Fukamiya N., Okano M., Tagahara K. and Lee K.- H. (1997) Antituberculosis activity of quassinoids. Chemical Pharmacutical Bulletin, 45: 1527-1532.
  • Richardson J. S. (1993) Free radicals in the genesis of Alzhemier's disease. Academic Sciences, 695: 73-76.
  • Rust L., Messing C. R. and Iglewiski B. H. (1994) Elastase assays, Methods Enzymology 235, 554-562.
  • Souleles C. and Kokkalou E. (1989) A new β-carboline alkaloid from Ailanthus altissima. Planta Medica, 55: 286-291.
  • Souleles C. and Philianos S. (1983) Constituents of Ailanthus glandulosa leaves. Planta Medical Phytotherapy, 17: 157-160.
  • Souleles C. and Waigh R. (1984) Indole alkaloids of Ailanthus altissima. Journal of Naural Products, 47: 741-746.
  • Tamura S., Fukamiya N., Mou X. Y., Mukainaka T., Tokuda H., Nishino H., Tagahara K., Koike K., Lee K. H. and Okano M. (2000) Conversion of quassinoids for enhanchement of inhibitory effect against Epstein-Barr virus early antigen activation. Introduction of lipophilic side chain and esterification of diosphenol. Chemical Pharmarceutical Bulletin, 48: 876-885.
  • Varga E., Szendrei K., Reisch J., Maroti G. (1981) Indole alkaloids of Ailanthus altissima II. Fitoterapia, 52: 183-186.
  • Wall M. E., Krieder M. M., Krewson C. F., Eddy C. R., Willima J. J., Corel D. S. and Centry H. S. (1954) Survey of plants for steroidal sapogenins and other constituents. Journal of American Pharmaceutical Association, 43:1-9.
  • Watt J. M. and Breyer M. G. (1962) The Medicinal and Poisonous Plants of Southern and Eastern Africa, E. and S. Livingstone LTD. Edinburgh and London, p. 940.
  • Xie W., Chipman J.G., Robertson D.L. (1991) Expression of a mitogen-responsive gene encoding prostaglandin synthase is regulated by mRNA splicing Proceeding of National Academic Science of USA, 88: 2692-2696.
Year 2012, Volume: 71 Issue: 2, 77 - 84, 25.12.2012

Abstract

References

  • Adamik K. and Brauns F. E. (1957) Tree of heaven as pulpwood. Tappi, 40: 522-527.
  • Ames B. N., Shigenaga M. K. and Hagen T. M. (1993) Oxidants, antioxidant, and the degenerative diseases of aging. Proceedings Naional Academy Sciences U.S.A., 90: 7915-7922.
  • Andersson C., Halleberg A. and Hogberg, T. (1996) In: Advances in Drug Research; Testa, B. A., Meyers, U. A., Eds.; Academic: London, p. 64.
  • Barakat H. H. (1998) Chemical Investigation of the constitutive phenolics of Ailanthus altissima; the structure of a new flavone gallate. Natural Product Sciences, 4: 153-159.
  • Benzie I. F. F. and Strain J. J. (1999) Ferric reducing antioxidant power assay: Direct measure of total antioxidant activity of biological fluids and modified version for simultaneous measurement of total antioxidant power and ascorbic acid concentration. Methods Enzymology, 299: 15-27.
  • Blois M. S. (1958) Antioxidant determinations by the use of a stable free radical. Nature, 26: 1199-1200.
  • Bory G. and Clair M. D. (1989) Lipid content and fatty acid composition of seeds of Ailanthus altissima (Mill.) Swinglr (Simaroubaceae). Indian Journal of Plant Physiology, 32:12-19.
  • Bray D. H., Boardman P., O, Neill M. J., Chan K. L., Phillipson J. D., Warhurst D. C. and Suffness M. (1987) Plants as source of antimalarial drugs. Phytotherapy Research, 1: 22-24.
  • Casinovi G. C., Ceccherelli P., Fardella G. and Gradolini G. (1983) Isolation and structure of a quassinoid from Ailanthus glandulosa. Phytochemistry, 22: 2871-2879.
  • Chiarlo B. and Pinca M. C. (1965) Identification of Quassin and neoquassin. Bulletin Chim. Farm, 104: 485-488.
  • Chiarlo B. and Tacchino E. (1965) Constituents of the bark of Ailanthus altissima II. Content of fatty acids to C22. Rivision Italian Sostanze Grasse, 42: 122-124.
  • Clauss E. P. (1961) Pharmacognosy 4th Edition, Henery Kimpton, London, 111.
  • Conalez E. E. and Delgano J. N. (1962) Journal of Pharmaceutical Sciences 51: 76-81.
  • Crespi Perellino N., Guicciardi A., Mingetti A. and Speroni, E. (1988) Comparsion of biological activity induced by Ailanthus altissima plant or cell cultures exracts. Pharmacological Research Communications, 20: 45-49.
  • El-Baky A. M., Drawish F. M., Ibraheim Z. Z. and Gouda Y. G. (2000) Phenolic compounds from Aianthus altissima swingle. Bulletin Pharmaceutical Sciences, Assuit University, 23: 111-116.
  • Ellman G. L., Coutney K. D., Andres V. J. and Featherstone R. M. (1961) A new and rapid colorimetric determination of acetylcholinesterase activity. Biochemistry and Pharmacolology, 7: 88-95.
  • Farnsworth N. R. (1966) Biological and phytochemical screening of plants. Journal of Pharmaceutical Sciences, 55: 265-276.
  • Fulton C. C. (1932) Precipitating agents for alkaloids. American Journal of Pharmacology, 104: 244-252.
  • Furuno T., Naora H., Murae T., Hirota H., Tsuyuki T., Takahashi T., Itai A., Iitaka Y., and Matsushita K. (1981) A new Bitter Principle from Ailanthus altissima Swingle. Chemistry Letters, 12 :1597-1598.
  • Geissman T. A., (1962) The Chemistry of Flavonoid Compounds, Pergamon Press, London, 126.
  • Harborne J. B. (1973) Phytochemical Methods, Chapman and Hall, London.
  • Harper S. H. (1939) The active principles of leguminous fish-poison plants. Journal of Chemical Society, 61: 1099-1106.
  • Heim E. K. (2002) Flavonoids antioxidants: Chemistry, metabolism and structure-activity relationship. Journal of Nutritional Biochemistry, 13: 572-579.
  • Hwang S. G., Lee H. C., Kim D. G., Lee G. O., Yun Y. G. and Jeon B. H. (2002) Yakhak Hoechi, 46: 18-22.
  • Kapoor N., Bedi K. L., Tikoo M. K., Kapoor S. K. and Sarin Y. K. (1990). Some lesser known tree-borne oil seeds of India. Journal of Oil Technology Association, 22: 65-72.
  • Kawagishi H., Somoto A., Kuranari J., Kimura A. and Chiba S. (1993) A novel cyclotetrapeptide produced by Lactobacillus helveticus as a tyrosinase inhibitor. Tetrahedron Letter, 34: 3439-3445.
  • Kelly E. H., Anthony R. T. and Dennis J.B. 2002. Flavonoids antioxidants: Chemistry, methabolism and structure activity relatioships, Journal of Nutritional Biochemistry,13: 572-584.
  • Kontos H. A. (1989) Oxygen radicals in CNS damage. Chemistical Biology International, 72: 229-255.
  • Kraus W., Koll-Weber M., Maile R., Wunder T., and Vogler B. (1994) Biologyically active constituents of trobical and subtropicalplants. Pure Applied Chemistry 66: 2347-2354.
  • Kubota K., Fukamiya N., Hamada T., Okano M., Tagahara K. and Lee K-H. (1996) Two new quassinoids ailantinol A and B and related compounds from Ailanthus altissima. Journal of Natural Products, 59: 683-691.
  • Kucuk M. M., Demirbas A., and Ayas A. (1994) Fatty acids of Ailanthus altissima. Modellogy Measurment Control, 46: 45-49.
  • Lim S. N., Cheung P. C. K., Ooi V. E. C. and Ang P. O. (2002) Journal of Agricultural Food Chemistry, 50 (13): 3862-3866.
  • Mastelic J. and Jerkovic I. (2002) Volatile constituents from the leaves of young and old Ailanthus altissima (Mill.) swingle tree. Croatia Chemistry Acta, 75: 189-193.
  • Niimi Y., Tsuyuki T., Takahashi T. and Matsushita K. (1987) Bitter Principles of Ailanthus altissima Swingle. Structure. Determination of Shinju-glycosides E and F. Chemical Pharmaceutical Bulletin, 35: 4302.
  • Ohmoto T., and Koike K. (1984) Studies on the constituents of Ailanthus altissima Swingle. III. The alkaloidal constituents. Chemical Pharmarceutical Bulletin, 32: 170.
  • Ohmoto T., Koike K. and Sakamoto Y. (1981) Studies on the constituents of Ailanthus altissima Swingle. II. Alkaloidal constituents. Chemical Pharmaceutical Bulletin, 29: 390.
  • Ohmoto T. and Koike K. (1989) Antiherpes activity of Simaroubaceae alkaloids in vitro. Shoyakugaku Zasshi, 42: 160. Chemical Abstract, 110: 111567.
  • Ohmoto T., Sung Y. I., Koike K. and Nikaido T. (1985) Effect of alkaloids of simaroubaceae plants on the local blood flow rate. Shoyakugaku Zasshi, 39: 28. Chemical Abstract, 103: 206469.
  • Ohmoto T. and Sung Y. I. (1983) Antimycotic substances in the crude drugs. II. Shoyakugaku Zasshi, 36: 307. Chemical Abstract, 98: 204263.
  • Perry L. M. (1980) Medicinal plants of East and South East Asia, MIT Press, Cambrigde, London, p. 387.
  • Rahman S., Fukamiya N., Okano M., Tagahara K. and Lee K.- H. (1997) Antituberculosis activity of quassinoids. Chemical Pharmacutical Bulletin, 45: 1527-1532.
  • Richardson J. S. (1993) Free radicals in the genesis of Alzhemier's disease. Academic Sciences, 695: 73-76.
  • Rust L., Messing C. R. and Iglewiski B. H. (1994) Elastase assays, Methods Enzymology 235, 554-562.
  • Souleles C. and Kokkalou E. (1989) A new β-carboline alkaloid from Ailanthus altissima. Planta Medica, 55: 286-291.
  • Souleles C. and Philianos S. (1983) Constituents of Ailanthus glandulosa leaves. Planta Medical Phytotherapy, 17: 157-160.
  • Souleles C. and Waigh R. (1984) Indole alkaloids of Ailanthus altissima. Journal of Naural Products, 47: 741-746.
  • Tamura S., Fukamiya N., Mou X. Y., Mukainaka T., Tokuda H., Nishino H., Tagahara K., Koike K., Lee K. H. and Okano M. (2000) Conversion of quassinoids for enhanchement of inhibitory effect against Epstein-Barr virus early antigen activation. Introduction of lipophilic side chain and esterification of diosphenol. Chemical Pharmarceutical Bulletin, 48: 876-885.
  • Varga E., Szendrei K., Reisch J., Maroti G. (1981) Indole alkaloids of Ailanthus altissima II. Fitoterapia, 52: 183-186.
  • Wall M. E., Krieder M. M., Krewson C. F., Eddy C. R., Willima J. J., Corel D. S. and Centry H. S. (1954) Survey of plants for steroidal sapogenins and other constituents. Journal of American Pharmaceutical Association, 43:1-9.
  • Watt J. M. and Breyer M. G. (1962) The Medicinal and Poisonous Plants of Southern and Eastern Africa, E. and S. Livingstone LTD. Edinburgh and London, p. 940.
  • Xie W., Chipman J.G., Robertson D.L. (1991) Expression of a mitogen-responsive gene encoding prostaglandin synthase is regulated by mRNA splicing Proceeding of National Academic Science of USA, 88: 2692-2696.
There are 51 citations in total.

Details

Primary Language English
Journal Section Makaleler
Authors

Yun Seo This is me

Bong Lee This is me

Khaled Rashed

Ataa Said This is me

Publication Date December 25, 2012
Submission Date December 25, 2012
Published in Issue Year 2012 Volume: 71 Issue: 2

Cite

AMA Seo Y, Lee B, Rashed K, Said A. Antioxidant and cyclooxygenase (COX) inhibitory activities of Ailanthus altissima (Mill.) Swingle leaves. Eur J Biol. November 2012;71(2):77-84.