Čes. slov. farm. 2011, 60(5):229-236
Rhus hirta (L.) Sudw. - Phytochemical characteristics of the most widely cultivated representative of the Anacardiaceae in the Czech Republic
- Veterinární a farmaceutická univerzita Brno, Farmaceutická fakulta, Ústav přírodních léčiv
The family Anacardiaceae Lindl. (cashew family, sumac family) is one of the nine families of the order Sapindales Dumortier. It consists of about 600 species classified in 70 genera. Members of the family are shrubs, trees and lianas with pantropical distribution; however, a few species occur in the North Temperate Zone. Some species are used for the production of fruit (mango, mombin), some species are cultivated for edible seeds (pistachio, cashew nuts). Many species are of toxicological importance, especially members of the genus Toxicodendron P. Mill., other species are widely used in folk medicines. This review introduces the most widely cultivated species of the Anacardiaceae family in the Czech Republic and concurrently invasive plant Staghorn Sumac - Rhus hirta (L.) Sudw. The secondary metabolites, their pharmacological properties and pharmaceutical importance of the species are discussed.
Keywords: Rhus hirta; Anacardiaceae; gallotanins; essential oil; folk medicine
Received: June 23, 2011; Accepted: July 21, 2011; Published: May 1, 2011 Show citation
ACS | AIP | APA | ASA | Harvard | Chicago | Chicago Notes | IEEE | ISO690 | MLA | NLM | Turabian | Vancouver |
References
- Judd, W. S., Campbell, C. S., Kellogg, E. A., Stevens, P. F., Donoghue, M. J.: Plant systematics - a phylogenetic approach. 2nd ed. Sunderland: Sinauer Associates, Inc. 2002; 576 s.
- Kubát, R., Hrouda, L., Chrtek, J., Kaplan, Z., Kirschner, J., Stěpánek, J.: Klíč ke květeně České republiky. 1. vyd. Praha: Academia 2002; 928 s.
- Bachelier, J. B., Endress, P. K.: Comparative floral morphology and anatomy of Anacardiaceae and Burseraceae (Sapindales), with a special focus on gynoecium structure and evolution. Bot. J. Linnean Soc. 2009; 159, 499-571.
Go to original source...
- Greco, C. F., Holland, D., Kevan, P. G.: Foraging behaviour of honey bees (Apis mellifera L) on staghorn sumac (Rhus hirta Sudworth (ex-typhina L.)): Differences and dioecy. Can. Entomol. 1996; 128, 355-366.
Go to original source...
- Gallant, J. B., Kemp, J. R., Lacroix, C. R.: Floral development of dioecious staghorn sumac, Rhus hirta (Anacardiaceae). Int. J. Plant Sci. 1998; 159, 539-549.
Go to original source...
- Reveal, J. L.: Rhus-Hirta (L) Sudworth, a newly revived correct name for Rhus-Typhina L. (Anacardiaceae). Taxon 1991; 40, 489-492.
Go to original source...
- Grandtner, M. M.: Elsevier's dictionary of trees. 1st ed. Radarweg: Elsevier:, B.V. 2005; 1493 s.
- Pilát, A.: Listnaté stromy a keře našich zahrad a parků. 1. vyd. Praha: Statní zemědělské nakladatelství 1953; 1100 s.
- Mollerova, J.: Notes on invasive and expansive trees and shrubs. J. For. Sci. 2005; 51, 19-23.
Go to original source...
- Werner, P. A., Harbeck, A. L.: The pattern of tree seedling establishment relative to staghorn sumac cover in Michigan old fields (Rhus typhina). Am. Midl. Nat. 1982; 108, 124-132.
Go to original source...
- Doust, J. L., Doust, L. L.: Modules of production and reproduction in a dioecious clonal shrub, Rhus-Typhina. Ecology 1988; 69, 741-750.
Go to original source...
- Meilleur, A., Veronneau, H., Bouchard, A.: Shrub communities as inhibitors of plant succession in southern Quebec. Environ. Manage. 1994; 18, 907-921.
Go to original source...
- Fan, P., Marston, A.: How can phytochemists benefit from invasive plants? Nat. Prod. Commun. 2009; 4, 1407-1416.
Go to original source...
- Luken, J. O.: Gradual and episodic changes in the structure of Rhus-Typhina clones. Bull. Torrey Bot. Club. 1990; 117, 221-225.
Go to original source...
- Peterson, C. J., Facelli, J. M.: Contrasting germination and seedling growth of Betula-Alleghaniensis and Rhus-Typhina subjected to various amounts and types of plant litter. Am. J. Bot. 1992; 79, 1209-1216.
Go to original source...
- Wang, G. M., Jiang, G. M., Yu, S. L., Li, Y. H., Liu, H.: Invasion possibility and potential effects of Rhus typhina on beijing municipality. J. Integr. Plant Biol. 2008; 50, 522-530.
Go to original source...
Go to PubMed...
- Del Tredici, P.: Spontaneous urban vegetation: reflections of change in a globalized world. Nat. Cult. 2010; 5, 299-315.
Go to original source...
- Zhang, C. H., Zheng, Y. Q., Li, J. L., Yan, H. P., Wang, L.: Dispersal of staghorn sumac in Beijing areas. Acta Ecol. Sin. 2005; 25, 978-985.
- Li, X. J., Baskin, J. M., Baskin, C. C.: Seed morphology and physical dormancy of several North American Rhus species (Anacardiaceae). Seed Sci. Res. 1999; 9, 247-258.
Go to original source...
- Li, X. J., Baskin, J. M., Baskin, C. C.: Physiological dormancy and germination requirements of seeds of several North American Rhus species (Anacardiaceae). Seed Sci. Res. 1999; 9, 237-245.
Go to original source...
- Marks, P. L.: Apparent fire-stimulated germination of Rhus-typhina seeds. Bull. Torrey Bot. Club. 1979; 106, 41-42.
Go to original source...
- Lafleur, P. M., Farnsworth, A. G.: Light interception and canopy radiation balance of staghorn sumac (Rhus typhina). Can. J. For. Res.-Rev. Can. Rech. For. 2008; 38, 1695-1700.
Go to original source...
- Zhang, Z. J., Jiang, C. D., Zhang, J. Z., Zhang, H. J., Shi, L.: Ecophysiological evaluation of the potential invasiveness of Rhus typhina in its non-native habitats. Tree Physiol. 2009; 29, 1307-1316.
Go to original source...
Go to PubMed...
- Sun, T. X., Lu, F. D., Zheng, Y. Q., Zhang, C. H., Li, B. J., Wang, L., Yang, X. Y.: Allelopathic activity of exotic tree Rhus typhina. For. Res. 2010; 23, 195-201.
- Jaquish, L. L., Ewers, F. W.: Seasonal conductivity and embolism in the roots and stems of two clonal ring-porous trees, Sassafras albidum (Lauraceae) and Rhus typhina (Anacardiaceae). Am. J. Bot. 2001; 88, 206-212.
Go to original source...
- Nelson, W. R.: Planting design: a manual of theory and practice. 2nd ed. Champaign: Stipes Publishing, Llc. 1979; 271 s.
- Denzel, K., Gross, G. G.: Biosynthesis of gallotannins - enzymatic disproportionation of 1,6-digalloylglucose to 1,2,6-trigalloylglucose and 6-galloylglucose by an acyltransferase from leaves of Rhus-typhina L. Planta. 1991; 184, 285-289.
Go to original source...
Go to PubMed...
- Gross, G. G., Denzel, K.: Biosynthesis of gallotannins - beta-glucogallin-dependent galloylation of 1,6-digalloylglucose to 1,2,6-trigalloylglucose. Zeitschrift fur Naturforschung C. J. Biosci. 1991; 46, 389-394.
Go to original source...
- Werner, I., Bacher, A., Eisenreich, W.: Retrobiosynthetic NMR studies with C-13-labeled glucose - Formation of gallic acid in plants and fungi. J. Biol. Chem. 1997; 272, 25474-25482.
Go to original source...
Go to PubMed...
- Guzik, U., Wojcieszynska, D., Jaroszek, P.: Biosynthesis of gallic acid and its application. Biotechnologia 2010; 1, 119-131.
- Werner, R. A., Rossmann, A., Schwarz, C., Bacher, A., Schmidt, H. L., Eisenreich, W.: Biosynthesis of gallic acid in Rhus typhina: discrimination between alternative pathways from natural oxygen isotope abundance. Phytochemistry. 2004; 65, 2809-2813.
Go to original source...
Go to PubMed...
- Grundhofer, P., Niemetz, R., Schilling, G., Gross, G. G.: Biosynthesis and subcellular distribution of hydrolyzable tannins. Phytochemistry 2001; 57, 915-927.
Go to original source...
Go to PubMed...
- Denzel, K., Schilling, G., Gross, G. G.: Biosynthesis of gallotannins. Enzymatic conversion of 1,6-digalloylglucose to 1,2,6-trigalloylglucose. Planta 1988; 176, 135-137.
Go to original source...
Go to PubMed...
- Grundhofer, P., Gross, G. G.: Purification of tetragalloylglucose 4-O-galloyltransferase and preparation of antibodies against this key enzyme in the biosynthesis of hydrolyzable tannins. Z. Naturforsch. (C). Biosci. 2000; 55, 582-587.
Go to original source...
- Hagenah, S., Gross, G. G.: Biosynthesis of 1,2,3,6-tetra-o-galloyl-beta-d-glucose. Phytochemistry 1993; 32, 637-641.
Go to original source...
- Rausch, H., Gross, G. G.: Preparation of [C-14]-labelled 1,2,3,4,6-penta-O-galloyl-beta-D-glucose and related gallotannins. Z. Naturforsch. (C). 1996; 51, 473-476.
Go to original source...
- Niemetz, R., Gross, G. G.: Enzymology of gallotannin and ellagitannin biosynthesis. Phytochemistry. 2005; 66, 2001-2011.
Go to original source...
Go to PubMed...
- Niemetz, R., Gross, G. G.: Gallotannin biosynthesis: beta-glucogallin: hexagalloyl 3-O-galloyltransferase from Rhus typhina leaves. Phytochemistry. 2001; 58, 657-661.
Go to original source...
Go to PubMed...
- Niemetz, R., Gross, G. G.: Gallotannin biosynthesis: Purification of beta-glucogallin: 1,2,3,4,6-pentagalloyl-beta-D-glucose galloyltransferase from sumac leaves. Phytochemistry 1998; 49, 327-332.
Go to original source...
- Niemetz, R., Gross, G. G.: Gallotannin biosynthesis: A new beta-glucogallin-dependent galloyltransferase from sumac leaves acylating gallotannins at positions 2 and 4. J. Plant Physiol. 1999; 155, 441-446.
Go to original source...
- Frohlich, B., Niemetz, R., Gross, G. G.: Gallotannin biosynthesis: two new galloyltransferases from Rhus typhina leaves preferentially acylating hexa- and heptagalloylglucoses. Planta 2002; 216, 168-172.
Go to original source...
Go to PubMed...
- Grundhofer, P., Gross, G. G.: Immunocytochemical studies on the origin and deposition sites of hydrolyzable tannins. Plant Sci. 2001; 160, 987-995.
Go to original source...
Go to PubMed...
- Cornthwaite, D., Haslam, E.: Gallotannins 9. Biosynthesis of Gallic Acid in Rhus Typhina. J. Chem. Soc. 1965; 89, 3008-3011.
Go to original source...
- Schilling, N., Ferguson, J. A., Kandler, O.: Rapidly Synthesized Tannin in Leaves of Rhus-Typhina. Phytochemistry. 1972; 11, 873.
Go to original source...
- Islambekov, S. Y., Mavlyanov, S. M., Kamaev, F. G., Ismailov, A. I.: Phenolic compounds of sumac. Chem. Nat. Compounds. 1994; 30, 37-39.
Go to original source...
- Poma, K.: Production of tannins in suspension-cultures of Rhus-Typhina L. Acta Bot. Neerl. 1987; 36, 309-309.
- Schmidt, J., Porzel, A., Adam, G.: 3 alpha,20-dihydroxy-3 beta,25-epoxylupane, a triterpene from Rhus typhina. Phytochemistry 1998; 49, 2049-2051.
Go to original source...
- Connolly, J. D., Hill, R. A.: Triterpenoids. Nat. Prod. Rep. 2001; 18, 131-147.
Go to original source...
Go to PubMed...
- Kossah, R., Nsabimana, C., Zhang, H., Chen, W.: Optimization of extraction of polyphenols from syrian sumac (Rhus Coriaria L.) and chinese sumac (Rhus Typhina L.) fruits. Res. J. Phytochem. 2010; 4, 146-153.
Go to original source...
- Buziashvili, I. S., Komissarenko, N. F., Kolesnikov, D, G.: Phenolic Compounds of Rhus typhina and R. aromatica. Khimiya Prir. Soedin. 1973, 555-556.
Go to original source...
- Correia, S. D. J., David, J. P., David, J. M.: Secondary metabolites from species of Anacardiaceae. Quim. Nova. 2006; 29, 1287-1300.
Go to original source...
- Buziashvili, I. S., Komissarenko, N. F., Kolesnikov, D. G.: Phenolic compounds of Rhus typhina and R. aromatica. Chem. Nat. Compounds. 1975; 9, 524.
Go to original source...
- Pislarasu, N., Mircea, C.: Contributions to the pharmacognostic study of Rhus typhina L. flowers and fruit (Rumanian). Farmacia 1975; 23, 183-190.
- Carr, M. E., Roth, W. B., Bagby, M. O.: Potential resource materials from Ohio plants. Econ. Bot. 1986; 40, 434-441.
Go to original source...
- Udagama-Randeniya, P., Savidge, R.: Electrophoretic analysis of coniferyl alcohol oxidase and related laccases. Electrophoresis 1994; 15, 1072-1077.
Go to original source...
Go to PubMed...
- Bestmann, H.-J., Classen, B., Kobold, U., Vostrowsky, O., Klingauf, F., Stein, U.: Steam volatile constituents from leaves of Rhus typhina. Phytochemistry 1988; 27, 85-90.
Go to original source...
- Tischer, J.: On some ingredients of the fruits of staghorn sumac (Rhus typhina L.). Die Pharmazie 1960; 15, 83-89.
- Kossah, R., Nsabimana, C., Zhao, J., Chen, H., Tian, F., Zhang, H., Chen, W.: Comparative study on the chemical composition of Syrian sumac (Rhus coriaria L.) and Chinese sumac (Rhus typhina L.) fruits. Pak. J. Nutr. 2009; 8, 1570-1574.
Go to original source...
- Rayne, S., Mazza, G.: Biological activities of extracts of sumac (Rhus spp.): a review. Plant Foods Hum. Nutr. 2007; 62, 165-175.
Go to original source...
Go to PubMed...
- Chaiyasut, C., Kusirisin, W., Lailerd, N., Larttrakarnnon, L., Suttajit, M., Srichairatanakool, S.: Effect of Phenolic Compounds of Thai Indigenous Plants on Oxidative stress in Streptozocin-Induced Diabetic Rats. Evid. Compl. Alt. Med. 2011; in press.
Go to original source...
Go to PubMed...
- Ippen, H.: Contact allergy to anacardiaceae. A review and case studies of poison ivy allergy in Central Europe. Derm. Ber. Umw. 1983; 31, 140-148.
- Borchardt, J. R., Wyse, D. L., Sheaffer, C. C., Kauppi, K. L., Fulcher, R. G., Ehlke, N. J., Biesboer, D. D., Bey, R. F.: Antioxidant and antimicrobial activity of seed from plants of the Mississippi river basin. J. Med. Plants Res. 2009; 3, 707-718.
- McCune, L. M., Johns, T.: Antioxidant activity in medicinal plants associated with the symptoms of diabetes mellitus used by the Indigenous Peoples of the North American boreal forest. J. Ethnopharmacol. 2002; 82, 197-205.
Go to original source...
Go to PubMed...
- Jedinak, A., Valachova, M., Maliar, T., Sturdik, E.: Antiprotease activity of selected Slovak medicinal plants. Pharmazie. 2010; 65, 137-140.
- Kossah, R., Zhang, H., Chen, W.: Antimicrobial and antioxidant activities of Chinese sumac (Rhus typhina L.) fruit extract. Food Control. 2011; 22, 128-132.
Go to original source...
- Song, M. Y., Jeong, G. S., Kwon, K. B., Ka, S. O., Jang, H. Y., Park, J. W., Kim, Y. C., Park, B. H.: Sulfuretin protects against cytokine-induced beta-cell damage and prevents streptozotocin-induced diabetes. Exp. Mol. Med. 2010; 42, 628-638.
Go to original source...
Go to PubMed...
- Lee, J. C., Kim, J., Lim, K. T., Yang, M. S., Jang, Y. S.: Ethanol fluted extract of Rhus verniciflua Stokes showed both antioxidant and cytotoxic effects on mouse thymocytes depending on the dose and time of the treatment. J. Biochem. Mol. Biol. 2001; 34, 250-258.
- Kim, J. H., Jung, C. H., Jang, B. H., Go, H. Y., Park, J. H., Choi, Y. K., Il Hong, S., Shin, Y. C., Ko, S. G.: Selective cytotoxic effects on human cancer cell lines of phenolic-rich ethyl-acetate fraction from Rhus verniciflua Stokes. Am. J. Chin. Med. 2009; 37, 609-620.
Go to original source...
Go to PubMed...
- Li, Y., Kim, J., Li, J., Liu, X., Himmeldrik, K., Ren, Y., Wagner, T. E., Chen, X.: Natural anti-diabetic compound 1,2,3,4,6-penta-O-galloyl-D-glucopyranose binds to insulin receptor and activates insulin-mediated glucose transport signaling pathway. Biochem. Biophys. Res. Commun. 2005; 336, 430-437.
Go to original source...
Go to PubMed...
- Jayanegara, A., Togtokhbayar, N., Makkar, H. P. S., Becker, K.: Tannins determined by various methods as predictors of methane production reduction potential of plants by an in vitro rumen fermentation system. Anim. Feed Sci. Technol. 2009; 150, 230-237.
Go to original source...
- Muetzel, S., Becker, K.: Extractability and biological activity of tannins from various tree leaves determined by chemical and biological assays as affected by drying procedure. Anim. Feed Sci. Technol. 2006; 125, 139-149.
Go to original source...
- Takemoto, J. K., Davies, N. M.: Method development for beta-glucogallin and gallic acid analysis: Application to urinary pharmacokinetic studies. J. Pharm. Biomed. Anal. 2011; 54, 812-816.
Go to original source...
Go to PubMed...
- Erichsen-Brown, C.: Medicinal and other uses of North American plants: a historical survey with special reference to the Eastern Indian tribes. 1st ed. Toronto: Breezy Creeks Press 1989; 512 s.
- Harper-Lore, B., Wilson, M.: Roadside use of native plants. 1st ed. Washington, D. C.: Island Press 1999; 665 s.
- Moerman, D. E.: Native American Ethnobotany, 5th ed. Portland: Timber Press., Inc., USA 2004; 933 s.
- McCune, L. M., Johns, T.: Antioxidant activity relates to plant part, life form and growing condition in some diabetes remedies. J. Ethnopharmacol. 2007; 112, 461-469.
Go to original source...
Go to PubMed...
- Ligor, M., Buszewski, B.: Application of TLC and OPLC in the determination of pigments from natural products. J Planar Chromatogr. - Modern TLC. 2001; 14, 334-337.
- Moerman, D. E.: Native American Food Plants: An Ethnobotanical Dictionary. 1st ed. Portland: Timber Press, Inc. 2010; 455 s.