Chemical Properties of Four Valuable Medicinal Plants on Oshtorankoh, Iran

Document Type : Research Paper

Authors

1 Department of Agriculture, Payam Noor University, Tehran, Iran

2 Department of Biology, Faculty of Science, Arak University, Arak 38156-8-8349-Iran

3 Department of Plant Biotechnology, National Institute of Genetic Engineering and Biotechnology, Tehran, Iran

4 Research Institute of Forests and Rangelands, Agricultural Research, Education and Extension Organization (AREEO), Tehran, Iran

Abstract

Iran has different environmental conditions due to specific geographical. Therefore, exploring essential oil and flavonoids components among different medicinal may be caused discoveries about valuable components. The present study aimed to study flavonoids profile and essential oils composition of four Lamiaceae species i.e. Stachys lavandulifolia Vahl, Teucrium polium L., Thymus daenensis Čelak., and Ziziphora clinopodioides Lam. from Oshtorankoh located on Zagros Mountains, Iran. The plants were collected during 2014-2015 and were identified using available references. A chemical study using two-dimensional paper chromatography (2-DPC) and thin-layer chromatography (TLC) showed that the four studied species contained flavone C and C-/O glucosides and flavonoid sulfates. The result of the present study revealed that T. polium had high levels of many flavonoids such as apigenin, genistein, isorhamnetin, kaempferol, quercetin, rutin, andvitexin compared to the other studied plants. According to the results of GC/MS analysis, S. lavandulifolia was rich in α‑pinene (21.16%) and 1,8‑cineol (16.95%), T. polium in α‑pinene (12.21%) and sabinene (9.55%), T. daenensis in γ‑Terpinene (36.98%) and p‑Cymene (26.87%), and Z.‍clinopodioides in piperitone (16.84%) and 1,8‑cineol (16.11%) components.

Keywords


  1. Akhmedov A., Rog I., Bachar A., Shomurodov H., Nasirov M., Klein T. Higher risk for six endemic and endangered Lagochilus species in Central Asia under drying climate. Perspectives in Plant Ecology, Evolution and Systematics.2021; 48:1255-86.
  2. Naghibi F., Mosaddegh M., Mohammadi Motamed S., Ghorbani A. Labiatae family in folk medicine in Iran: from ethnobotany to pharmacology. Iranian journal of pharmaceutical research (IJPR). 2005; 2(2):63-79.
  3. Bhatt N., Joshi N., Ghai K. Chemical Composition and in-vitro Antimicrobial Activity of Leaf Essential Oils of Senecio pedunculatus Edgew. and Nepeta coerulescens Maxim. Journal of Biologically Active Products from Nature. 2021; 11(1): 1-10.
  4. Karak P. Biological activities of flavonoids: an overview. International Journal of Pharmaceutical Sciences and Research. 2019; 10(4):1567–1574.
  5. kharazian N., Mohammadi M. Flavonoid Patterns and their Diversity in ten Stachys L. (Lamiaceae) Species from Iran. Progress in Biological Sci. 2014;4(2): 203-218.
  6. Lim H.S., Kim O.S., Kim B.Y., Jeong S.J. Apigetrin from Scutellaria baicalensis Georgi inhibits neuroinflammation in BV-2 microglia and exerts neuroprotective effect in HT22 hippocampal cells. Journal of medicinal food. 2016; 19(11):1032–1040.
  7. Alamgeer M.N., Mushtaq S., Bashir I, Ullah S., Karim M., Rashid M.N. Malik H., Rashid H. Comparative hypoglycemic activity of different fractions of Thymus serpyllum L. in alloxan induced diabetic rabbits. Pakistan J. Pharmaceutical Sci. 2016; 29(5)1483-8.
  8. Feizbaksh A., Tehrani M.S., Rustaiyan S., Masoudi S. Composition of the essential oil of Stachys lavandulifolia Vahl. from Iran. J. Essential Oil Res. 2003; 15(2):72–73.
  9. Shahnama M., Azami S., Mohammad Hosseini M. Characterization of the essential oil and evaluation of antibacterial activity of methanolic extract of Stachys lavandulifolia Vahl. International Journal of Current Microbiology and Applied Sciences. 2015; 4(3): 275–283.
  10. Pirbalouti A.G., Mohammadi M. Phytochemical composition of the essential oil of different populations of Stachys lavandulifolia Vahl. Asian Pacific J. Tropical Biomedicine. 2013; 3(2):123-128.
  11. Khorasany S., Azizi M.H., Barzegar M., Hamidi Esfahani Z. A study on the chemical composition and antifungal activity of essential oil from Thymus caramanicus, Thymus daenensis and Ziziphora clinopodiaides. Nutr Food Sci Res. 2016; 3(2):35-42.
  12. Rustaiee A.R., Khorshidi J., Tabatabaei M.F., Omidbaigi R., Sefidkon F. Essential oil composition of Thymus daenensis Celak. during its phenological cycle. Journal of Essential Oil-Bearing Plants. 2010; 13(5):556–560.
  13. Sabzeghabaie A, Asgarpanah J. Essential oil composition of Teucrium polium L. fruits. Journal of Essential oil Research. 2016; 28(1):77–80.
  14. Cozzani S., Muselli A., Desjobert J.M., Bernardini A.F., Tomi E., Casanova J. Chemical composition of essential oil of Teucrium polium subsp. capitatum (L.) from Corsica. Flavour and Fragrance J. 2005; 20(4):436–441.
  15. Sadraei H., Hajhashemi V., Ghannadi A, Mohseni M. Antispasmodic effect of aerial part of Teucrium polium L. essential oil on rat isolated ileum in vitro. Medical J. the Islamic Republic of Iran (MJIRI). 2001; 14(4):355–358.
  16. Mahboubi M., Heidary Tabar R., Mahdizadeh S. Chemical composition and antifungal activities of Ziziphora tenuior and Z. clinopodioides essential oils against dermatophytes. Herba Polonica. 2018; 64(2):37- 45.
  17. Mohammadifard F., Alimohammadi S. Chemical composition and role of opioidergic system in antinociceptive effect of Ziziphora clinopodioides essential oil. Basic and Clinical Neuroscience. 2018; 9(5):357-366.
  18. Markham K.R. Techniques of Flavonoid Identification. Academic Press, London, 1982.
  19. Adams R. Identification of Essential Oil Components by Gas Chromatography/quadrupole Mass Spectroscopy. Allured publishing corporation, 2001.
  20. Jarić S., Mitrović Pavlović P. Ethnobotanical features of Teucrium species. %1 içinde Teucrium Species: Biology and Applications, M. Stanković, Dü., Springer International Publishing, 2020;111–142.
  21. Panovska T K, Kulevanova S, Stefova M. In vitro antioxidant activity of some Teucrium species (Lamiaceae). Acta pharm. 2005; 55:207–214.
  22. Cakir A., Mavi A., Kazaz C., Yildirim A., Kufrevioglu O. Antioxidant activities of the extracts and components of Teucrium orientale L. var. orientale. Turkish Journal of Chemistry. 2006; 30(4):483–494.
  23. Amiri H. Antioxidant activity of the essential oil and methanolic extract of Teucrium orientale (L.) subsp. taylori (Boiss.) Rech. F. Iranian journal of pharmaceutical research: IJPR. 2010; 9(4): 417-23.
  24. Guetat A., Al-Ghamdi F.A. Analysis of the essential oil of the germander (Teucrium polium L.) aerial parts from the northern region of Saudi Arabia. International Journal of Applied Biology and pharmacetical Technology. 2014; 5(2): 128-135.
  25. Sheikhbahaei F., Khazaei M., Nematollahi-Mahani S.N. Teucrium polium extract enhances the anti-angiogenesis effect of tranilast on human umbilical vein endothelial cells. Advanced pharmaceutical bulletin. 2018; 8(1)p:131-139.
  26. Sonmezdag A.S., Kelebek H., Selli S. Characterization of aroma-active and phenolic profiles of wild thyme (Thymus serpyllum) by GC-MS-Olfactometry and LC-ESI-MS/MS. Journal of food science and technology. 2016; 53(4):1957-1965.
  27. Fan K., Li X., Cao Y., Qi Y., Li L., Zhang Q., Sun H. Carvacrol inhibits proliferation and induces apoptosis in human colon cancer cells. Anti-cancer drugs. 2015; 26(8):813–823.
  28. Mojab F., Poursaeed M., Mehrgan H., Pakdaman S. Antibacterial activity of Thymus daenensis methanolic extract. Pakistan journal of pharmaceutical sciences. 2008; 21(3):210-3.
  29. Gören A C. Use of Stachys species (mountain tea) as herbal tea and food. Records of Natural Products. 2014; 8(2):71-82.
  30. Eghdami A., Sadeghi F., Eradatmand Asli D., Houshmandfar A. Antioxidant activity of methanolic and aqueous extract of Stachys Inflate. 2011.
  31. Rahimi Khoigani S., Rajaei A., Goli S.A.H. Evaluation of antioxidant activity, total phenolics, total flavonoids and LC–MS/MS characterisation of phenolic constituents in Stachys lavandulifolia. Natural Product Research. 2017; 31(3):355–358.
  32. Lin Y, Shi R, Wang X, Shen H M. Luteolin, a flavonoid with potential for cancer prevention and therapy. Current cancer drug targets. 2008; 8(7):634–646.
  33. Karami A. Chemical Constituents of Stachys benthamiana Boiss. from Southern Zagros, Iran. Analytical Chemistry Letters. 2016; 6(4). 431–434.
  34. Giuliani C, Pellegrino R M, Selvaggi R, Tani C, Tirillini B, Bini L M. Secretory structures and essential oil composition in Stachys officinalis (L.) Trevisan subsp. officinalis (Lamiaceae) from Italy. Natural product research. 2017;31(9). 1006–1013.
  35. Şevket A., Hülya D., Elma T., Alma L., Zia-Ul-Haq M., Hadziabulic A., Hilal A. Chemical composition and antioxidant activity Ziziphora clinopodioides ecotypes from Turkey. Romanian Biotechnological Letters. 2016; 21(2). 11298–11303.
  36. Tian S., Shi Y., Zhou X., Ge L., Upur H. Total polyphenolic (flavonoids) content and antioxidant capacity of different Ziziphora clinopodioides Lam. extracts. Pharmacognosy magazine. 2011;7(25):65-8.
  37. Zeinali M., Rezaee S.A., Hosseinzadeh H. An overview on immunoregulatory and anti-inflammatory properties of chrysin and flavonoids substances. Biomedicine & Pharmacotherapy. 2017; 92:998-1009.
  38. Shahinfar R., khanzadi S., Hashemi M., Azizzadeh M., Boston A. The effect of Ziziphora clinopodioides essential oil and nisin on chemical and microbial characteristics of fish burger during refrigerated storage. Iranian Journal of Chemistry and Chemical Engineering (IJCCE).2017; 36(5):65–75.
  39. Al-musawi M.T., Ali A.E.H., Humadi A.A., Al-Kaisei B.I. Antioxidant Effects of 1, 8-Cineole Against Long Term DL-Polychlorinated Biphenyls (PCBs) Toxicity in Domestic Hen’s Liver.SRP. Sys Rev Pharm. 2020;11(10):1050–1057.
  40. Juergens U. Anti-inflammatory properties of the monoterpene 1.8-cineole: current evidence for co-medication in inflammatory airway diseases. Drug Res. 2014; 64(12):638–646.
  41. Shahverdi A.R., Rafii H., Fazeli M., Jamalifar H. Enhancement of antimicrobial activity of furazolidone and nitrofurantoin against clinical isolates of Enterobacteriaceae by piperitone. International Journal of Aromatherapy. 2004; 14(2):77–80.