Abstract
The essential oils from the flowers, leaves, barks, roots and fruits of A. brachypus were individually extracted by hydrodistillation, and their chemical constituents were isolated and characterized by means of gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). A total of 160 different constituents accounting for 86.45–96.54% of the total essential oils were identified, and 3 constituents were unidentified (< 0.8%), and significant qualitative and quantitative differences were observed among the oils, in which the yields varied between 0.61–1.83 (mL/100 g dried materials) under the same operational conditions. The oils from flowers, leaves, barks and roots consisted mainly of monoterpenes and sesquiterpene hydrocarbons as well as oxygenated monoterpenes and sesquiterpenes, while the fruit oil consisted mainly of fatty acids and esters. The antimicrobial activities of the essential oils was evaluated against 11 microorganisms (9 for bacteria and 2 for yeast) using agar disc diffusion and broth microdilution methods. The bacteria, including gram-positive bacteria and gram-negative bacteria, were more sensitive to the oils than yeasts.
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References
ACIS (Aroma Chemical Information Sevice), ESO-97 Database of Essential oils. (1997).
Adams R. P., Identification of Essential Oil Components by Gas Chromatography/Mass Spectroscopy. Allured Publishing Corporation, Carol Stream, IL, USA. p. 23–67 (2001).
Adams R. P., Identification of Essential Oil Components by Gas Chromatography/Mass Spectroscopy. 4th ed. Allured Publishing Corporation, Carol Stream, IL, USA. pp. 10–87 (2007).
Ban, H. S., Lee, S., Kim, Y. P., Yamaki, K., Shin, K. H., and Ohuchi, K., Inhibition of prostaglandin E2 production by taiwanin C isolated from the root of Acanthopanax chiisanensis and the mechanism of action. Biochem. Pharm., 64, 1345–1354 (2002).
Baratta, M. T., Dorman, H. J. D., Deans, S. G., Biondi, D. M., and Ruberto, G., Chemical composition, antimicrobial and antioxidative activity of laurel, sage, rosemary, oregano and coriander essential oils. J. Essent. Oil Res., 10, 618–627 (1998b).
Baratta, M. T., Dorman, H. J. D., Deans, S. G., Figueiredo, A. C., Barroso, J. G., and Ruberto, G., Antimicrobial and antioxidant properties of some commercial essential oils. Flavour Frag. J., 13, 235–244 (1998a).
Bassole, I. H. N., Quattara, A. S., Nebie, R., Quattara, C. A. T., Kabore, Z. I., and Traore, S. A., Chemical composition and antibacterial activities of the essential oils of Lippia chevalieri and Lippia multiflora from Burkina Faso. Phytochemistry, 62, 209–212 (2003).
Bisio, A., Ciarallo, G., Romussi, G., Fontana, N., Mascolo, N., Capasso, R., and Biscardi, D., Chemical composition of essential oils from some Salvia species. Phytother. Res., 12, S117–S120 (1998).
Buchanan, R. L. and Shepherd, A. J., Inhibition of Aspergillus parasiticus by thymol. J. Food Sci., 46, 976–977 (1981).
Carson, C. F. and Riley, T. V., Antimicrobial activity of the major components of the essential oil of Malaleuca alternifolia. J. Appl. Bacteriol. 78, 264–269 (1995).
Cosentino, S., Tuberoso, C. I. G., Pisano, B., Satta, M., Mascia, V., Arzedi, E., and Palmas, F., In vitro antimicrobial activity and chemical composition of Sardinia thymus essential oils. Lett. Appl. Microbiol., 29, 130–136 (1999).
Delectis Florae Reipublicae Popularis Sinicae, Agendae Academiae Sinicae Edits, Flora Reipublicae Popularis Sinicae, Vol. 54, Science Press, Beijing, p. 104–106 (1980).
Demetzos, C., Angelopoulou, D., and Perdetzoglou, D., A comperative study of the essential oils of Cistus salviifolius in several populations of Crete (Greece). Biochem. Syst. Ecol., 30, 651–665 (2002).
Deyama, T., Nishibe, S., and Nakazawa, Y., Constituents and pharmacological effects of Eucommia and Siberian ginseng. Acta Pharmacol. Sin., 22, 1057–1070 (2001).
Dorman, H. J. D. and Deans, S. G., Antimicrobial agents from plants: Antibacterial activity of plant volatile oils. J. Appl. Microbiol., 88, 308–316 (2000).
Essawi, T. and Srour, M., Screening of some Palestinian medicinal plants for antibacterial activity. J. Ethnopharmacol. 70, 343–349 (2000).
Fujikawa, T., Yamaguchi, A., Morita, I., Takeda, H., and Nishibe, S., Protective effects of Acanthopanax senticosus Harms from Hokkaido and its components on Gastric Ulcer in restrained cold water stressed rats. Biol. Pharm. Bull., 19, 1227–1230 (1996).
Guo, M. Q., Song, F. R., Liu, Z. Q., and Liu, S, Y., Characterization of triterpenoidic saponin mixture in crude extracts from leaves of Acanthopanax senticosus Harms by saponin structural correlation and mass spectrometry. Anal. Chim. Acta, 557, 198–203 (2006).
Guo, X. Q., The developmental recommendations on the wild medicinal plant resources of the eastern areas of Gansu. Gansu Agric. Sci. Technol., 44, 49–51 (2004).
Halendar, I. M., Alakomi, H.-L., Latva-Kala, K., Mattila-Sandhom, T., Pol, I., Smid, E. J., Gorris, L. G. M., and Wright, A., Characterization of the action of selected essential oil components on gram-negative bacteria. J. Agric. Food Chem., 46, 3590–3595 (1998).
Hassan, N.-A., Yavari, I., Chalabium, F., Baghai, P., Kiarostami, V., Nasrabadi, M., and Aminkahami, A., Volatile constituents and antimicrobial activities of Salvia suffruticosa Montbr. & Auch. ex Benth. from Iran. Flavour Frag. J., 20, 633–636 (2005).
Heath, H. B., Source Book of Flavours. Westport: Avi, p. 890–896 (1981).
He, F. Y., Li, T. C., Li, F. M., Analysis of volatile constituents of stem of Acanthopanax sessiliforus (Rupr.et Maxim.) Seem by gas chromatography-mass spectrometry, J. Chin. Mass Spectrom. Soc., 25, 103–106 (2004).
Huiles Essentielles, Recueil de Normes francaises AFNOR, Paris, 4th ed. p. 102–105 (1992).
Juliano, C., Mattana, A., and Usai, M., Composition and in vitro antimicrobial activity of the essential oil of Thymus herbabarona Loisel growing wild in Sardinia. J. Essent. Oil Res., 12, 516–522 (2000).
Juven, B. J., Kanner, J., Schved, F., and Weisslowicz, H., Factors that interact with the antibacterial action of thyme essential oil and its active constituents. J. Appl. Bacteriol., 76, 626–631 (1994).
Karapinar, M. and Aktug, S. E., Inhibition of foodborne pathogens by thymol, eugenol, menthol, and anethole. Int. J. Food Microbiol., 4, 161–166 (1987).
Kim, J., Marshall, M. R., and Wei, C., Antibacterial activity of some essential oil components against five foodborne pathogens. J. Agric. Food Chem., 43, 2839–2845 (1995).
Knobloch, E., Pauli, A., Iberi, B., Wies, N., and Weigand, H., Mode of action of essential oil components on whole cells of bacteria and fungi in plate tests. Bioflavour, 48, 287–299 (1987).
Knobloch, K., Pauli, A., Iberi, B., Weigand, H., and Wies, N., Antibacterial and antifungal properties of essential oil components. J. Essent. Oil Res., 1, 119–128 (1989).
Kovats, E., Gas chromatographic characterization of organic substances in the retention index system. Adv. Chromatogr., 1, 229–247 (1965).
Lin, C. C. and Huang, P. C., Antioxidant and hepatoprotective effects of Acathopanax senticosus. Phytother. Res., 14, 489–494 (2000).
Liu, C. M., L., Zhao, J. M., Li, H. M., and Song, F. R., Supercritical fluid extraction of total flavonoids from leaves of Acanthopanax Senticosus Harms. Chem. Res. Chin. Univ., 23, 233–236 (2007).
Liu, L. P., Ziwuling Woody Flora, Lanzhou University Press, Lanzhou, pp. 215–216 (1997).
Liu, X. Q., Chang, S. Y., and Yook, C. S., Essential oils of Acanthopanax gracilistylus. Chin. Tradit. Herb. Drugs, 32, 1074–1075 (2001).
Mansour, N., Yousef, A. E., and Kim, J., Inhibition of surface growth of toxigenic and non-toxigenic aspergilli and penicillia by eugenol, isoeugenol and monolaurin. J. Food Saf., 16, 219–229 (1996).
Maria, L.-B. and Deans, S. G., Bioactivity of selected plant essential oils against Listeria monocytogenes. J. Appl. Bacteriol., 82, 759–762 (1997).
Masazumi, M., Yoshiteru, I., Susumu, I., and Junzo, S., 3α-Hydroxy-oleanane-type triterpene glycosyl esters from leaves of Acanthopanax spinosus. Phytochemistry, 34, 1599–1602 (1993).
Moleyar, V. and Narasimham, P., Antifungal activity of some essential oil components. Food Microbiol., 3, 331–336 (1986).
Moleyar, V. and Narasimham, P., Antibacterial activity of essential oil components. Int. J. Food Microbiol., 16, 337–342 (1992).
Muselli, A., Hoi, T. M., Cu, L. D., Moi, L. D., Bessière, J.-M., Bighelli, A., Casanova, J., Composition of the essential oil of Acanthopanax trifoliatus (L.) Merr. (Araliacaea) from Vietnam. Flavour Frag. J., 14, 41–44 (1999).
Na, M.-K., Oh, W.-K., Kim, Y.-H., Cai, X.-F., Kim, S.-H., Kim, B.-Y., and Ahn, J.-S., Inhibition of protein tyrosine phosphatase 1B by diterpenoids isolated from Acanthopanax koreanum. Bioorg. Med. Chem. Lett., 16, 3061–3064 (2006).
Nazera, A. I., Kobilinskyb, A., Tholozana, J. L., and Dubois-Brissonneta, F., Combinations of food antimicrobials at low levels to inhibit the growthof Salmonella sv. Typhimurium: a synergistic effect. Food Microbiol., 22, 391–398 (2005).
NCCLS (National Committee for Clinical Laboratory Standards), Performance standards for antimicrobial disk susceptibility test (6th ed.). Wayne PA: Approved Standard. M2-A6 (1997).
NCCLS (National Committee for Clinical Laboratory Standards), Performance standards for antimicrobial susceptibility testing. 9th International Supplement. M100-S9 (1999).
Ni, N. and Liu, X. Q., Advances in studies on plants of Acanthopanax Miq. in Araliaceae. Chin. Tradit. Herb. Drugs, 37, 1895–1900 (2006).
Ni, N. and Zhao, J., Analysis of chemical composition of volatile oil in Acanthopanax giraldii root barks by GCMS. Sci. Paper Online, 2, 852–855 (2007).
Nishibe, S., Kinoshita, H., Takeda, H., and Okano, G., Phenolic compounds from stem bark of Acanthopanax senticosus and their pharmacological effect in chronic swimming stressed rats. Chem. Pharm. Bull., 38, 1763–1765 (1990).
Osawa, K., Saeki, T., Yasuda, H., Hamashima, H., Sasatsu, M., and Arai, T., The antibacterial activities of peppermint oil and green tea polyphenols, alone and in combination, against enterohemorrhagic Escherichia Coli. Biocontrol Sci. Technol., 4, 1–7 (1999).
Park, S.-Y., Yook, C.-S, and Nohara, T., A novel 3,4-seco-migrated-lupane glycoside with a seven-membered B-ring from Acanthopanax divaricatus var. sachunensis. Tetrahedron Lett., 42, 2825–2828 (2001).
Paster, N., Menasherov, M., Ravid, U., and Juven, B., Antifungal activity of oregano and thyme essential oils applied as fumigants against fungi attacking stored grain. J. Food Prod., 58, 81–85 (1995).
Pattnaik, S., Subramanyam, V. R., Bapaji, M., and Kole, C. R., Antibacterial and antifungal activity of aromatic constituents of essential oils. Microbios, 89, 39–46 (1997).
Perry, N. B., Anderson, R. E., Brennan, N. J., Douglas, M. H., Heaney, A. J., McGimpsey, J. A., and Smallfield, B. M., Essential oils from Dalmatian Sage (Salvia officinalis L.): variations among individuals, plant parts, seasons, and sites. J. Agric. Food Chem., 47, 2048–2054 (1999).
Ph. Helv., Pharmacopoea Helvetica, 7th ed. Department Federal de L’ interieur, Berne, Switzerland, pp. 46–48 (1990).
Pion, P. A.-C., Chris, D. B., and Maria, J. P.-V., Antifungal activity of the essential oil of flowerheads of garland chrysanthemum (Chrysanthemum coronarium) against agricultural pathogens. Phytochemistry, 57, 99–102 (2001).
Reynolds, J. E. F., Martindale—the extra pharmacopeia (31st ed.). London: Royal Pharmaceutical Society of Great Britain, p. 89–92 (1996).
Sibanda, S., Chigwada, G., Poole, M., Gwebu, E. T., Noletto, J. A., Schmidt, J. M., Rea, A. I., and Setzer, W. N., Composition and bioactivity of the leaf essential oil of Heteropyxis dehniae from Zimbabwe. J. Ethnopharmacol. 92, 107–111 (2004).
Tabanca, N., Kirimer, N., Demirci, B., Demirci, F., and Baser, K. H. C., Composition and antimicrobial activity of the essential oils of Micromeria cristata subsp. phyrgia and the Enantiomeric Distribution of Borneol. J. Agric. Food Chem., 49, 4300–4303 (2001).
Tepe, B., Daferera, D., Sokmen, A., Sokmen, M., and Polissiou, M., Antimicrobial and antioxidant activities of the essential oils and various extracts of Salvia tomentosa Miller (Lamiaceae). Food Chem., 90, 333–340 (2005).
Tepe, B., Donmez, E., Unlu, M., Candan, F., Daferera, D., Vardar-Unlu, G., Polissiou, M., and Sokmen, A., Antimicrobial and antioxidant activities of the essential oils and methanol extracts of Salvia cryptantha (Montbr. Auch. ex Benth.) and Salvia multicaulis. Food Chem., 84, 519–525 (2004).
Tzakou, O., Pitarokili, D., Chinou, I. B., and Harvala, C., Composition and antimicrobial activity of the essential oil of Salvia ringens. Planta Med. 67, 81–83 (2001).
Ultee, A., Kets, E. P. W., Alberda, M., Hoekstra, F. A., and Smid, E. J., Adaptation of the food-borne pathogen Bacillus cereus to carvacrol. Arch. Microbiol., 174, 233–238 (2000a).
Ultee, A., Slump, R. A., Steging, G., and Smid, E. J., Antimicrobial activity of carvacrol toward Bacillus cereus on rice. J. Food Prot., 63, 620–624 (2000b).
Wang, Z. L., Liu, L. D., Tian, G. W., and Shen, J. H., Flowering and pollination biology of Elentherococcus brachypus (Araliaceae). Chin. Biodiver., 5, 251–256 (1997).
Wei, P., Analysis on amino acids and metals in the stems of Acanthopanax brachypus Harms. J. Chin. Med. Mater., 11, 48–50 (1988).
Wei, P. and Yu, G. M., Chemical constituents in Acanthopanax brachypus Harms. Chin. Tradit. Herb. Drugs, 20, 8–9 (1989).
Yi, J.-M., Kim, M.-S., Seo, S.-W., Lee, K.-N., Yook, C.-S., and Kim, H.-M., Acanthopanax senticosus root inhibits mast cell-dependent anaphylaxis. Clin. Chim. Acta, 312, 163–168 (2001).
Yook, C.-S., Kim, I.-H., Hahn, D.-R., Nohara, T., and Chang, S.-Y., A lupane-triterpene glycoside from leaves of two Acanthopanax. Phytochemistry, 49, 839–843 (1998).
Yu, W. Y., Zhang, H., Huang, W. D., Chen, J. P., Liang, X. M., Analysis of the volatile oil from the stem of Acanthopanax Senticosus (Rupr. et Maxim.) Harms with several hyphenated methods of gas chromatography. Front. Chem. China, 1, 193–198 (2006).
Zenkevich, I. G., Analitical parameters of essential oil components for GC and GC-MS identification. Mono- and sesquiterpene hydrocarbons (in Russian, abstract in English, Rastitslniye resursy) 32, 45–58 (1996).
Zenkevich, I. G., Analitical parameters of essential oil components for GC and GC-MS identification. Oxygencontaining mono- and sesquiterpene (in Russian, abstract in English Rastitslniye resursy), 33, 16–28 (1997).
Zhang, J. N., Zhang, Y. C., and Ren, Y. K., The distribution and ecological environment of Acanthopanax brachypus in nature reserve of Liupan mountain in Ningxia. J. Ningxia Agric. Coll., 21, 81–83 (2000).
Zhang, L. X., Liu, H., Comparative analysis of essential oils from stem-skins, leaves and fruitages of Acanthopanax Giraidii Harms with GC-MS Technique. Chin. J. Basic Med. Tradit. Chin. Med., 7, 24–27 (2001).
Zhang, L. X., Li, H., Dong, I. P., Studies on chemical constituents of essential oil of the Acanthopanax giraidii Harms. Chin. Pharm. J., 29, 83–86 (1994).
Zheng, W. J., Record Chinese Woody Plants, Chinese Forestry Press, Beijing, Vol. 2, pp. 1777–1779 (1985).
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Hu, H., Zheng, X., Hu, H. et al. Chemical compositions and antimicrobial activities of essential oils extracted from Acanthopanax brachypus . Arch. Pharm. Res. 32, 699–710 (2009). https://doi.org/10.1007/s12272-009-1508-3
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DOI: https://doi.org/10.1007/s12272-009-1508-3