Chemotaxonomy of Wild Lamiaceae taxa Based on Their Flavonoids Profiles
محورهای موضوعی : Biodiversity
Elham Faryabi
1
(Department of Horticulture, Science and Research Branch, Islamic Azad University,Tehran, Iran)
Mitra Noori
2
(Dept. of Biology, Faculty of Science, Arak University)
Amir Mousavi
3
(Department of Plant Biotechnology, National Institute of Genetic Engineering and Biotechnology, Tehran, Iran)
Aliashraf Jafari
4
(Research Institute of Forests and Rangelands, Agricultural Research Education and Extension Organization, Tehran, Iran)
کلید واژه: Zagros, mint, Polyphenolic, Compounds, Chemosystematics,
چکیده مقاله :
The study presents flavonoids compounds patterns of thirty two Lamiaceae (Mint) taxa from Oshtorankoh located on Zagros Mountains, Iran for understanding flavonoids role in mint chemotaxonomy and their usages as food additive, edible, spices and medicine. This is a novel report of some Iranian Mint taxa flavonoids using two-dimensional paper chromatography and thin layer chromatography methods. Results showed all of the studied taxa contained flavone C-&C-/O-glucosides and flavonoid sulphates. Eight taxa had aglycones while the rest lacked. Quercetin was found in all of taxa except Lamium album ssp. crinitum and Nepeta persica. Stachys setifera had not myricetin while others had. Rhamnetin, tricin and morin were not detected in all taxa exceptional Salvia brachycalyx and Salvia staminea those had. Kaempferol was found in all taxa except Ajuga chamaecistus, Lamium amplexicaule var. amplexicaule, Nepeta persica and Stachys pilifera. All of taxa except six species had luteolin. These results showed aerial parts flavonoids compounds variation in studied taxa can be useful for studying relationships within relatively narrow taxonomic limits, e. g. at the species and genus levels and their importance in chemotaxonomic surveys of mint genera. Also flavonoids compounds presence in studied taxa increase their quality and antioxidant activity as edible, spices and medicinal plants.
Amiri, H. 2010. Antioxidant activity of The essential oil and methanolic extract of Teucrium orientale (L.) subsp. Taylori (Boiss.) Rech. Iran J. Pharm, 9, 417-423.
Asghari, B., Salehi, P., Sonboli, A., Nejad Ebrahimi, S. 2015. Flavonoids from salvia chloroleuca with alpha-amylsae and alpha-glucosidase inhibitory effect. Iran J Pharm Res, 14, 609-15.
Azizian, D., Cutler, D. F. 1982. Anatomical, cytological and phytochemical studies on Phlomis (L.) and Eremostachys bunge (Labiatae). Botanical Journal of The Linnean Society. Linnean Society of London, 85, 249-281.
Bajalan, I., Zand, M., Goodarzi, M., Darabi, M. 2017. Antioxidant activity and total phenolic and flavonoid content of the extract and chemical composition of the essential oil of Eremostachys laciniata collected from Zagros. Asian Pacific Journal of Tropical Biomedicine, 7, 144-146.
Barberan, F. A., Hernandez, L., Ferreres, F., Tomas, F. 1985. Highly methylated 6-hydroxyflavones and other flavonoids from Thymus piperella. Planta Med, 51, 452-4.
Baris, O., Karadayi, M., Yanmis, D., Guvenalp, Z., Bal, T., Gulluce, M. 2011. Isolation of 3 flavonoids from Mentha longifolia (L.) Hudson subsp. longifolia and determination of their genotoxic potentials by using the E. coli wp2 test system. J Food Sci, 76, T212-7.
Budzianowski, J., Skrzypczak, L. 1995. Phenylpropanoid esters from Lamium album flowers. Phytochemistry, 38, 997-1001.
Cakir, A., Mavi, A., Kazaz, C., Yildirim, A., Kufrevioglu, O. I. 2006. Antioxidant activities of the extracts and components of Teucrium orientale(L.) var. Orientale,Turk. J. Chem, 30, 483-494.
Coisin, M. R., Necula, V., Grigoras, E., Gille, E., Rosenhech, M., Zamfirzche, M. 2012. Phytochemical evaluation of some Salvia species from romanian flora. Analele Ştiinţifice Ale Universităţii Al. I. Cuza” Iaşi S. Ii A. Biologie Vegetală, 58.
Dapkevicius, A., Van Beek, T. A., Lelyveld, G. P., Van Veldhuizen, A., De Groot, A., Linssen, J. P., Venskutonis, R. 2002. Isolation and structure elucidation of radical scavengers from Thymus vulgaris leaves. J Nat Prod, 65, 892-6.
Delazar, A., Delnavazi, M.-R., Yassa, N., Parkhideh, S., Delazar, N., Nahar, D. L., Sarker, S. 2012. Essential oil composition and isolation of free- radical-scavenging phenolic glycosides from the aerial parts of Ajuga chamaepitys growing in Iran. Revista Brasileira De Farmacognosia, 22.
Delnavazi, M.-R., Baba-Ali, F., Soufiabadi, S., Sherafatmand, M., Ghahremani, F., Tavakoli, S., Yassa, N. 2014. Essential oil composition, antioxidant activity and total phenolic content of some Lamiaceae taxa growing in northwest of iran. Pharm Sci, 20, 22-28.
Eghdami, A., Sadeghi, F., Eradatmand_Asli, D., Houshmandfar, A. 2011. Antioxidant activity of methanolic and aqueous extract of Stachys inflata. J. Environ. Biol, 5, 1256-1259.
Ghahreman, A. 1978-2002. Color flora of Iran, Research Institute of Forest and Rangelands, Tehran, Iran. Published by
RIFR, Ministry of Reconstruction Jahad, Volumes 1-24 (In Persian).
Gulluce, M., Orhan, F., Yanmis, D., Arasoglu, T., Guvenalp, Z., Demirezer, L. O. 2015. Isolation of a flavonoid, apigenin 7-o-glucoside, from Mentha longifolia (L.) Hudson subspecies longifolia and its genotoxic potency. Toxicol Ind Health, 31, 831-40.
Güvenalp, Z., Özbek, H., Kuruüzüm-Uz, A., Demirezer, L. Ö. 2009. Secondary metabolites from Nepeta heliotropifolia. Turkish Journal of Chemistry, 33, 667-675.
Harborne, J. B. 1993. The flavonoids advances in research since 1986, Chapman And Hall.
Harborne, J. B., Turner, B. L. 1984. Plant chemosystematics, London, Academic Press.
Heywood, V. H., Brummitt, R. K., Culham, A., Seberg, O. 2007. Flowering plant families of the world. Lamiaceae. New York: Ny: Firefly Books.
Hussain, A., Perveen, S., Malik, A., Afza, N., Iqbal, L. 2009. Urease inhibitiory flavone glucosides from Marrubium anisodon. Polish Journal of Chemistry, 83, 1329.
Ismaili, H., Tortora, S., Sosa, S., Fkih-Tetouani, S., Ilidrissi, A., Della Loggia, R., Tubaro, A., Aquino, R. 2001. Topical anti-inflammatory activity of Thymus willdenowii. J Pharm Pharmacol, 53, 1645-52.
Jamzad, Z., Mozafarian, V., Romak-Massomi, A. A., Asadi, M., Babakhanlo, P. 2012. Flora of Iran: Lamiaceae, Ministry of Agriculture Research Organization of Agriculture and Natural Rsources, Reasearch Institute of Forests and Rangelands, Tehran-Iran (In Persian).
Jones, S. B., Luchsinger, A. E. 1987. Plant systematics, Mcgraw-Hill.
Kadifkova Panovska, T., Kulevanova, S., Stefova, M. 2005. In vitro antioxidant activityof some Teucrium species (Lamiaceae). Acta Pharm, 5, 207-214.
Khanavi, M., Hajimahmoodi, M., Cheraghi_Niroomand, M., Kargar, Z., Ajani, Y., Hadjiakhoondi, A., Oveisi, M. R. 2009. Comparison of the antioxidant activity and total phenolic contents in some species. Afri. J. Biotech, 8, 1143-1147.
Kharazian, N., Hashemi, M. 2017. Chemotaxonomy and morphological studies in five Marrubium L. species in Iran. Iranian Journal of Science and Technology, Transactions A: Science, 41, 17-31.
Kharazian, N., Mohammadi, M. 2014. Flavonoid patterns and their diversity in ten Stachys L.(Lamiaceae) species from Iran. Progress In Biological Sciences, 4, 203-218.
Lawrence, O., Arot, M., Wagai, S. O., Lemmen, P. 2006. Flavonol and iridoid glycosides of Ajuga remota aerial parts. Phytochemistry, 67, 830-837.
Li, G. R., Wang, H. B., Qin, G. W., Jin, M. W., Tang, Q., Sun, H. Y., Du, X. L., Deng, X. L., Zhang, X. H., Chen, J. B., Chen, L., Xu, X. H., Cheng, L. C., Chiu, S. W., Tse, H. F., Vanhoutte, P. M., Lau, C. P. 2008. Acacetin, a natural flavone, selectively inhibits human atrial repolarization potassium currents and prevents atrial fibrillation in dogs. Circulation, 117, 2449-57.
Lin, Y., Shi, R., Wang, X., Shen, H. M. 2008. Luteolin, a flavonoid with potential for cancer prevention and therapy. Curr. Cancer Drug Targets, 8, 634-646.
Mabry, T. J., Markham, K. R., Homas, M. B. 1970. The systematic identification of flavonoids, Berlin, Springer Verlag.
Markham, K. R. 1982. Techniques of flavonoid identification, London, Academic Press.
Mehmood, R., Imran, M., Malik, A., Tareen, R. B. 2010. Ziziphorins a and b. New flavonoids from Ziziphora tenuior. Zeitschrift Für Naturforschung B, 65, 1397-1400.
Miski, M., Ulubelen, A., Johansson, C., Mabry, T. J. 1983. Antibacterial activity studies of flavonoids from Salvia palaestina. J Nat Prod, 46, 874-5.
Moore, M. O., Giannasi, D. E. 1994. Foliar flavonoids of eastern north americanvitis (Vitaceae) north of mexico. Plant Systematics and Evolution, 193, 21-36.
Mostafavi, E., Kayedi, M. H., Mokhayeri, H., Birjandi, M., Chegeni-Sharafi, A., Esmaeili, S. 2017. Sero-epidemiological study of Q fever in Lorestan Province, Western Iran. Iran J. Microbiol, 9, 213–218.
Nickavar, B., Abolhasani, L. 2013. Bioactivity-guided separation of an alpha-amylase inhibitor flavonoid from Salvia virgata. Iran J Pharm Res, 12, 57-61.
Noori, M. 2012. Flavonoids in some Iranian angiosperms. – In: Venketeshwer Rao, A. (ed.). Phytochemicals – A global perspective of their role in nutrition and health, Intech, 151-166.
Noori, M. 2014. Introducing Scirpus L. chemotypes in Markazi Province, Iran. OWSD Fifth General Assembly and International Conference. Cuernavaca, Mexico.
Noori, M., Chehreghani, A., Kaveh, M. 2009. Flavonoids of 17 species of Euphorbia (Euphorbiaceae) in Iran. Toxicological & Environmental Chemistry, 91, 631-641.
Nugroho, A., Choi, J. K., Park, J. H., Lee, K. T., Cha, B. C., Park, H. J. 2009. Two new flavonol glycosides from Lamium amplexicaule l. and their in vitro free radical scavenging and tyrosinase inhibitory activities. Planta Med, 75, 364-366.
Paduch, R., Matysik, G., Wójciak-Kosior, M., Kandefer-Szerszeń, M., Skalska-Kamińska, A., Nowak-Kryska, M., Niedziela, P. 2008. Lamium album extracts express free radical scavenging and cytotoxic activities. Polish Journal of Environmental Studies, 17, 569-580.
Pereira, O. R., Domingues, M. R. M., Silva, A. M. S., Cardoso, S. M. 2012. Phenolic constituents of Lamium album: focus on isoscutellarein derivatives. Food Research International, 48, 330-335.
Rahimi_Khoigani, S. A., Rajaei, A., Goli, S. A. 2017. Evaluation of antioxidant activity, total phenolics, total flavonoids and lc-ms/ms characterisation of phenolic constituents in Stachys lavandulifolia, nat. Prod. Res, 31, 355-358.
Raymond, H., Atkins, S., Budantsev, A., Cantino, P., Conn, B., Grayer, R. 2004. The families and genera of vascularplants. Lamiales, 2, 167-282.
Rechinger, K. H. 1963-2005. Flora iranica: flora des iranischen hochlandes und der umrahmenden. Gebirge, Austria, Graz.
Rizk, A. M., Hammouda, F. M., Rimpler, H., Kamel, A. 1986. Iridoids and flavonoids of Teucrium polium herb. Planta Med, 52, 87-88.
Sarkhail, P., Abdollahi, M., Shafiee, A. 2003. Antinociceptive effect of Phlomis olivieri benth, Phlomis anisodonta boiss and Phlomis persica boiss. Total Extracts. Pharmacol Res, 48, 263-6.
Sarkhail, P., Monsef, H., Amin, G., Hossein, M., Shafiee, A. 2006. Phytochemical study of Phlomis olivieri benth and Phlomis persica boiss. Daru, 14 (3): 115-121.
Sonmezdag, A. S., Kelebek, H., Selli, S. 2016. Characterization of aroma-active and phenolic profiles of wild Thyme (Thymus serpyllum) by Gc-Gs-Olfactometry and Lc-Esi-Ms/Ms. Int. J. Food Sci. Technol, 53, 1957–1965.
Tian, S., Shi, Y., Zhou, X., Ge, L., Upur, H. 2011. Total polyphenolic (flavonoids) contented antioxidant capacity of different Ziziphora clinopodioides lam. Extracts,Pharmacogn. Mag, 7, 65-58.
Ulubelen, A., Topcu, G., Eris, C., Sonmez, U., Kartal, M., Kurucu, S., Bozok-Johansson, C. 1994. Terpenoids from Salvia sclarea. Phytochemistry, 36, 971-4.
Viola, H., Wasowski, C., Levi De Stein, M., Wolfman, C., Silveira, R., Dajas, F., Medina, J. H., Paladini, A. C. 1995. Apigenin, a component of Matricaria recutita flowers, is a central benzodiazepine receptors-ligand with anxiolytic effects. Planta Med, 61, 213-6.
Yang, W. J., Liu, C., Gu, Z. Y., Zhang, X. Y., Cheng, B., Mao, Y., Xue, G. P. 2014. Protective effects ofacacetin isolated from Ziziphora clinopodioides Lam. (Xintahua) on Neonatal Ratcardiomyocytes,Chin. Med, 9, 28.
