Pharmaceutical and biological properties of Stachys species
A review
DOI:
https://doi.org/10.1590/s2175-97902022e20211Keywords:
Essential oils, Medicinal application, Morphology, Secondary metabolitesAbstract
The genus Stachys includes about 300 cosmopolitan species, making it one of the largest genera of the Lamiaceae family. The purpose of this paper is to present a review of Stachys species in the flora of Serbia among which some species are endemic to the Balkan Peninsula. This review comprises morphological, phytochemical, medicinal and food application of 17 taxa: S. аlopecuros, S. аlpina, S. аnisochila, S. аnnua, S. аtherocalyx, S. cretica subsp. cassia, S. germanica, S. leucoglossa, S. milanii, S. officinalis, S. palustris, S. plumose, S. recta, S. tymphaea, S. scardica, S. serbica, and S. sylvatica. The species of the genus Stachys are rich sources of biologically active substances and well known for their worldwide application. For most of the Stachys species, it has been shown that their extracts possess biological activities such as antibacterial, anti-inflammatory, antioxidant, and anticancer. The main goals of this review include the morphological description of species, representation of the major secondary metabolites, and presentation of traditional knowledge in food preparation.
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References
Adinolfi M, Barone G, Lanzetta R, Laonigro G, Mangoni L, Parrilli M. Diterpenes from Stachys recta. J Nat Prod. 1984;47(3):541-543.
Agostini F, Santos ACAD, Rossato M, Pansera MR, Santos PLD, Serafini LA, et al. Essential oil yield and composition of Lamiaceae species growing in southern Brazil. Braz Arch Biol Technol. 2009;52(2):473-478.
Almeida TS, Araújo MEM, Rodríguez LG, Júlio A, Mendes BG, Santos RMB, et al. Influence of preparation procedures on the phenolic content, antioxidant and antidiabetic activities of green and black teas. Braz J Pharm Sci. 2019;55:e17695.
Bankova V, Koeva-Todorovska J, Stambolijska T, Ignatova-Groceva M-D, Todorova D, Popov S. Polyphenols in Stachys and Betonica species (Lamiaceae). Z Naturforsch C. 1999;54(11):876-880.
Bilušić Vundać V, Brantner AH, Plazibat M. Content of polyphenolic constituents and antioxidant activity of some Stachys taxa. Food Chem. 2007;104(3):1277-1281.
Bilušić Vundać V, Maleš Ž, Plazibat M, Golja P, Cetina-Čižmek B. HPTLC determination of flavonoides and phenolic acids in some Croatian Stachys taxa. J Plan Chromatogr - Mod TLC. 2005;18(4):269-273.
Buchwald W, Czapska A. Tannins and phenolic acids content in herb of domestic species of Betonica L. and Stahys L. genera. Herba Pol. 1995;41(4):198-202.
Burt S. Essential oils: their antibacterial properties and potential applications in food.- a review. Int J Food Microbiol. 2004;94(3):223-253.
Çakir A, Duru ME, Harmandar M, Izumi S, Hirata T. The Volatile Constituents of Stachys recta L. and Stachys balansae L., from Turkey. Flavour Fragr J. 1997;12(3):215-218.
Calleja MA, Vieites JM, Montero-Meterdez T, Torres MI, Faus MJ, Gil A, et al. The antioxidant effect of β-caryophyllene protects rat liver from carbon tetrachloride-induced fibrosis by inhibiting hepatic stellate cell activation. Br J Nutr. 2012;109(3):394-401.
Chalchat JC, Petrović SD, Maksimovic ZA, Gorunovic MS. Essential oil of the herb of Stachys recta L., Lamiaceae from Serbia. J Essent Oil Res. 2000;12(4):455-458.
Conforti F, Menichini F, Formisano C, Rigano D, Senatore F, Arnold NA, Piozzi F. Comparative chemical composition, free radical-scavenging and cytotoxic properties of essential oils of six Stachys species from different regions of the Mediterranean Area. Food Chem . 2009;116(4):898-905.
Cornara L, La Rocca A, Marsili S, Mariotii MG. Traditional uses of plants in the Eastern Riviera (Liguria, Italy). J Ethnopharmacol. 2009;125(1):16-30.
Czigle S, Háznagy-Radnai E, Tóth J, Máthé I, Grančai D. Rosmarinic acid in the genus Stachys L. Rev Med Farm. 2007;53:343-346.
Čajkanović V. Dictionary of Serbian folk beliefs about plants. Belgrade: Serbian Literary Cooperative. BIGZ; 1994. (in Serbian)
Diklić N. Stachys L. In: Josifović M, editor. Flora of SR Serbia. Belgrade: SANU, 1974;408-432. (in Serbian)
Dimitrova-Dyulgerova I, Merdzhanov P, Todorov K, Scymenska D, Stoyanov P, Mladenov R. Essential oils composition of Betonica officinalis L. and Stachys sylvatica L. (Lamiaceae) from Bulgaria. Physiologie végétale. 2015;68(8):991-995.
El-Ansari MA, Barron D, Abdalla MF, Saleh NAM, Le Quere JL. Flavonoid constituents of Stachys aegyptiaca. Phytochemistry. 1991;30(4):1169-1173.
Evans WC. Trease and Evans’ Pharmacognosy. London: WB Saunders; 2001.
Garnier G, Bezanger-Beaquesne L, Debraux G. Ressources medicinales de la Flore francaise. Paris: Vigot Freres Editeurs; 1961.
Glimn-Lacy J, Kaufman P. Botany illustrated - Introduction to plants, major groups, flowering plant families. New York: Springer Science and Bussines Media; 2006.
Gören AC. Use of Stachys species (Mountain tea) as herbal tea and food. Rec Nat Prod. 2014;8(2):71-82.
Gören AC, Piozzi F, Akcicek E, Kiliç T, Çarikçi S, Mozioglu E, et al. Essential oil composition of twenty-two Stachys species (mountain tea) and their biological activites. Phytochem Lett. 2011;4(4):448-453.
Grieve M. A Modern Herbal. New York: Dover Publications; 1971.
Gruenwald J, Brendler T, Jaenicke C. PDR for herbal medicines. New Jersey: Thompson PDR; 2004.
Grujić-Jovanovic S, Marin PD, Dzamic A, Ristic M. Composition of the essential oil of Stachys germanica from Serbia. Chem Nat Comp. 2008;44(5):670-672.
Grujić-Jovanovic S, Skaltsa HD, Marin P, Sokovic M. Composition and antibacterial activity of the essential oil of six Stachys species from Serbia. Flavour Frag J. 2004;199(2):139-144.
Háznagy-Radnai E, Balogh A, Czigle S, Máthé I, Hohmann J, Blazsó G. Antiinflammatory activities of Hungarian Stachys species and their iridoids. Phytother Res. 2012;26(4):505-509.
Háznagy-Radnai E, Czigle S, Zupkó I, Falkay G, Máthé I. Comparison of antioxidant activity in enzyme-independent system of six Stachys species. Fitoterapia. 2006;77(7-8):521-524.
Hoppe H. Drogekunde. Hamburg: Gram de Gruyter and Co; 1958.
Jafarirad S, Rasoulpour I. Pharmaceutical ethnobotany in the Mahaad (West Azerbajan) biosphere reserve: ethno-pharmaceutical formulations, nutraceutical uses and quantitative aspcets. Braz J Pharm Sci . 2019;55:e18133.
Jeker M, Sticher O, Calis I, Rüedi P. Allobetonicoside and 6-O-acetylmioporoside: Two new iridoid glycosides from Betonica officinalis L. Helv Chim Acta. 1989;72(8):1787-1791.
Karioti A, Bolognesi L, Vincieri FF, Bilia AR. Analysis of the constituents of aqueous preparations of Stachys recta by HPLC-DAD and HPLC-ESI-MS. J Pharm Biomed Anal. 2010;53(1):15-23.
Kobzar AY, Nikonov GK. Flavonoids from the epigeal part of Betonica officinalis. Chem Nat Comp . 1986;22(5):600-601.
Kobzar AY. Phytochemical study of Betonica officinalis. II. Acids from the epigeal part of Betonica. Chem Nat Comp . 1986;22(2):224-225.
Komissarenko NF, Sheremet IP, Derkach AI, Pakaln DA. Stachyflaside from Stachys inflata and S. atherocalyh. Chem Nat Comp . 1976;12(1):88.
Kontogianni V, Tomić G, Nikolić I, Nerantzaki AA, Sayyad N, Stošić-Grujičić S, et al. Phytochemical profile of Rosmarinus officinalis and Salvia officinalis extracts and correlation to their antioxidant and anti-proliferative activity. Food Chem . 2013;136(1):120-129.
Kostyuchenko OI, Komissarenko NF, Kovalev IP, Derkach AI, Gordienko VG. Acetylspectabiflaside from Stachys atherocalyh. Chem Nat Comp . 1982;18(2):170-172.
Kovačević N. Basics of pharmacognosy. Belgrade: Serbian School Book; 2002.
Kukić-Marković J. Chemical and pharmacological characterization of Stachys anisochila, S. beckeana, S. plumosa and S. alpina subsp. dinarica (Lamiaceae). [Dissertation]. Belgrade: University of Belgrade, Faculty of Pharmacy; 2013. (in Serbian)
Kültür S, Sami SN. Medicinal plants used in Isperih (Razgrad-Bulgaria) district. Turk J Pharm Sci. 2009;6(2):107-124.
Lange D, Schippmann U. Trade survey of medicinal plants in Germany: A contribution to international plant species conservation. Bonn: Bundesamt für Naturschutz; 1997.
Lazarević JS, Palić RM, Radulović NS, Ristić N, Stojanović GS. Chemical composition and screening of the antimicrobial and antioxidative activity of extracts of Stachys species. J Serb Chem Soc. 2010;75(10):1347-1359.
Lenherr A, Mabry TJ. Acetylated allose-containing flavonoid glucosides from Stachys anisochila. Phytochemistry. 1987;26(4):1185-1188.
Lenherr A, Lahloub M, Stcher O. Three flavonoid glycosides containing acetylated allose from Stachys recta. Phytochemistry . 1984b;23(10):2343-2345.
Lenherr A, Meier B, Sticher O. Modern HPLC as a tool for chemotaxonomical investigations: Iridoid glucosides and acetylates flavonoides in the group of Stachys recta. Planta Med. 1984a;50(5):403-409.
Luczaj LJ, Svanberg I, Köhler P. Marsh woundwort, Stachys palustris L. (Lamiaceae): an overlooked food plant. Gent Resour Crop Evol. 2011;58:783-793.
Manganelli URE, Camangi F, Tomei PE. Curing animals with plants: traditional usage in Tuscany (Italy). J Ethnopharmacol . 2001;78(2-3):171-91.
Marin PD, Grayer RJ, Grujić-Jovanović S, Kite GC, Veitch NC. Glycosides of tricetin methyl ethers as chemosystematic markers in Stachys subgenus Betonica. Phytochemistry . 2004;65(9):1247-1253.
Meremeti A, Karioti A, Skaltsa H, Heilmann J, Sticher O. Secondary metabolites from Stachys ionica. Biochem Systs Ecol. 2004;32(2):139-151.
Miyase T, Yamamoto R, Ueno A. Phenylethanoid glycosides from Stachys officinalis. Phytochemistry . 1996;43(2):475-479.
Mulinacci N, Innocenti M, Bellumori M, Giaccherini C, Martini V, Michelozzi M. Storage method, drying processes and extraction procedures strongly affect the phenolic fraction of rosemary leaves: an HPLC/DAD/MS study. Talanta. 2011;85(1):167-176.
Mustafa B, Hajdari A, Pajazita Q, Syla B, Quave CL, Pieroni A. An ethnobotanical survey of the Gollak region, Kosovo. Genet Resour Crop Evol. 2011;59(5):739-754.
Orgiyan TM, Popa DP. Diterpenoids from Stachys annua. Chem Nat Comp . 1969;5(1):7-10.
Passos RB, Bazzo GC, Almeida AR, Noronha CM, Barreto PLM. Evaluation of oxidative stability of mayonnaise containing poly ε-caprolactone nanoparticles loaded with thyme essential oil. Braz J Pharm Sci . 2019;55:e18177.
Paternostro KP, Maggio AM, Piozzi F, Servettaz O. Labdane diterpenes froom Stachys pulmosa. J Nat Prod . 2000;63(8):1166-1167.
Pieroni A, Dibra B, Grishaj G, Grishaj I, Gjon Macai S. Traditional phytotherapy of the Albanians og Lepushe, Northern Albanian Alps. Fitoterapia . 2005;76(3-4):379-399.
Piozzi F, Bruno M. Diterpenoids from roots and aerial parts of the genus Stachys. Rec Nat Prod . 2011;5(1):1-11.
Popa DP, Pasechnik GS. Structure of stachysic acid, a new diterpenoid of the kaurane series. Chem Nat Comp . 1974;10:447-451.
Radulović N, Lazarević J, Ristić N, Palić R. Chemotaxonomic significance of the volatiles in the genus Stachys (Lamiaceae): Essential oil composition of four Balkan Stachys species. Biochem Syst Ecol. 2007;35(4):196-208.
Raja RR. Medicinally potential plants of Labiatae (Lamiaceae) family: an overview. Res J Med Plant. 2012;6(3):203-213.
Rezazadeh S, Pirali-Hamedani M, Hadjiakhondi A, Ajnai Y, Yarigar-Ravesh M, Shaflee A. Chemical composition of the essential oils of Stachys atherocalyx and S. sylvatica from Iran. Chem Nat Comp . 2009;45(5):742-744.
Ristić N, Lazarević J, Radulović N, Palić R. Antimicrobial activity of the essential oils of Stachys species. Chem Nat Comp . 2008;44(4):522-525.
Salmaki Y, Zarre S, Lindqvist C, Heubl G, Bräuchler C. Comparative leaf anatomy of Stachys (Lamiaceae: Lamioideae) in Iran with a discussion on its subgeneric classification. Plant Syst Evol. 2011;294(1):109-25.
Schauenberg P, Paris F. Guide des plantes Medicinales. Neuchatel: Delachaux & Niestle S.A.; 1969.
Senatore F, Formisano C, Rigano D, Piozzi F, Rosselli S. Chemical composition of the essential oil from aerial parts of Stachys palustris L. (Lamiaceae) growing wild in Southern Italy. Croat Chem Acta. 2007;80(1):135-139.
Sheremet IP, Komissarenko NF. Stachyflaside - a flavone glycoside of Stachys annua. Chem Nat Comp . 1971;7:700-701.
Skaltsa HD, Demetzos C, Lazari D, Sokovic M. Essential oil analysis and antimicrobial activity of eight Stachys species from Greece. Phytochemistry . 2003;64(3):743-752.
Stagos D, Portesis N, Spanou C, Mossialos D, Aligiannis N, Chaita E, et al. Correlation of total polyphenolic content with antioxidant and antibacterial activity of 24 extracts from Greek domestic Lamiaceae species. Food Chem Toxicol. 2012;50(11):4115-4124.
Šarić-Kundalić B, Dobes C, Klatte-Asselmeyer V, Saukel J. Ethnobotanical study on medicinal use of wild and cultivated plants in middle, south and west Bosnia and Herzegovina. J Ethnopharmacol . 2010;131(1):33-55.
Thoms H. The handbook of Pharmacy. Berlin: Urban & Scwarzenberg; 1931.
Tkachev VV, Nikonov GK, Atovmyan LO, Kobzar AY, Zinchenko TV. Chemical and X-ray investigation of the new diterpene lactone betolide. Chem Nat Comp . 1987;23:672-678.
Tucakov J. Treatment with plants. Belgrade: Rad; 1971. (in Serbian)
Venditti A, Bianco A, Quassinti L, Bramucci M, Lupidi G, Damiano S, et al. Phytochemical analysis, biological activity, and secretory structures of Stachys annua (L.) L. subsp. annua (Lamiaceae) from Central Italy. Chem Biodiv. 2015;12(8):1172-83.
Veneditti A, Bianco A, Nicoletti M, Quassinti L, Bramucci M, Lupidi G, et al. Phytochemical analysis, biological evaluation and micromorphological study of Stachys alopecuros (L.) Benth. subsp. divulsa (Ten.) Grande endemic to central Apennines, Italy. Fitoterapia . 2013;90(10):94-103.
Verma RS, Padalia RC, Chauhan A. Harvesting season and plant part dependent variations in the essential oil composition of Salvia officinalis L. grown in northern India. J Herb Med. 2015;5(3):165-171.
Viegi L, Pieroni A, Guarrera PM, Vangelisti R. A review of plants used in folk veterinary medicine in Italy as basis for a databank. J Ethnopharmacol . 2003;89(2-3):221-244.
Willfort R. Medicinal plants and its use. Zagreb: Book publishing company, Mladost’’; 1978;97-98.
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