Extraction and Identification of flavon from Artemisia turanica Krasch the extract which has been collected from Esfarayen, Khorasan province
Subject Areas : PhytochemistrySara Safari 1 , maboubeh Taherkhani 2
1 - Department of Phytochemistry and Essential Oils Technology, Faculty of Pharmaceutical Chemistry, Pharmaceutical Sciences Branch, Islamic Azad University, Tehran - Iran (IAUPS)
2 - Department of Chemistry, College of Science, Takestan Branch, Islamic Azad University, Takestan, Iran
Keywords: Flavonoid, Extract, Chromatography, Artemisia turanica Krasch, Esfarayen, Flavone,
Abstract :
Many researches have been conducted on identification and extraction of natural compounds from Artemisia such as monoterpenes, sesquiterpens, diterpenes, flavonoids, phenolic with the biological and pharmaceutical properties. Due to the importance of this genus, the purpose of the present study is extraction, purification and structure elucidation of a natural compound. This compound was isolated from aerial part of Artemisia turanicaKrasch. in Esfarayen at full flowering stage. So the extract obtained by maceration method and evaporated to dryness. The dried extract defatted for removing the hydrocarbons with long chains and separated by column chromatography over silica gel. All fractions were investigated by thin layer chromatography to determine the presence of natural compounds. Then, the natural compound was identified using spectrometric methods (IR, 1HNMR and 13CNMR). The results led to the identification of a flavon called 3,5,3́,4́-tetrahydroxy, 7,5́-methoxy flavones, for the first time in this plant. Therefore, it is anticipated that the plant has high antioxidant effects due to the presence of flavonoids in the plant extract.
1.Baba, S.A. and Malik, S.A. 2015. Determination of total phenolic and flavonoid content, antimicrobial and antioxidant activity of a root extract of Arisaema jacquemontii Blume. Journal of Taibah University for Science, 9(4): 449-454.
2.de Man, J.M. 1990. Principles of food chemistry, 2nd edn. Van Nostrand Reinhold, NewYork.
3.Heshmati Afshar, F., Delazar, A., Nazemiyeh, H., Khodaie, L., Bamdad Moghaddam, S. 2015. Phenolic Derivatives of Artemisia Spicigera C. Koch Growing in Iran. Iranian Journal of Pharmaceutical Research, 14(4): 1241-1246.
4.James, M.J. 2000. Modern food microbiology. 6th ed, Springer, Aspen Publisher, Gaithersburg, Maryland, p. 635.
5.Kapustina, L.A. 2001. Biodiversity, ecology and microelement composition of kyzylkum desert shrubs (Uzbekistan). Shrubland Ecosystem, Genetics and biodiversity; USDA Forest Service Proceedings RMRS; 21: 98-103.
6.Kim, M.J., Kim, D.H., Na, H.K., Oh, T.Y., Shin, C.Y., Surh, Y.J. 2005. Eupatilin, a pharmacologically active flavone derived from Artemisia plants, induces apoptosis in human gastric cancer (AGS) cells. JournalofEnvironmental Pathology, Toxicology, andOncology, 24(4): 261-269.
7.Lee, H.G., Kim, H., Oh, W.K., Yu, K.A., Choe, Y.K., Ahn J.S., Kim D.S., Kim, S.H., Dinarello, C.A., Kim, K. and Yoon, D.Y. 2004. Tetramethoxy hydroxyflavone p7F down-regulates inflammatory mediators via the inhibition of nuclear factor kappa B. Annals of the New York Academy of Sciences, 1030: 555-558.
8.Mozaffarian, V.A. 2007. Dictionary of Iranian Plants, Farhang-e Mo'asere Publication, 547-548.
9.Rustaiyan, A. and Masoudi, S. 2011. Chemical constituents and biological activities of Iranian Artemisia species. Phytochemistry letters, 4: 440-447.
10.Rustaiyan, A., Sigari, H., Jakupovic, J. and Grenz, M. 1989. A sesquiterpene lactone from Artemisia diffusa. Phytochemistry, 28(10): 2723-2725.
11.Rybalko, K.S., Konovalova, O.A., Sheichenko, V.I. and Zakharov, P.I. 1976. Armin- A new coumarin from Artemisia armeniaca. Chemistry of Natural compounds, 12(3): 262-265.
12.Szabo, G., Greger, H. and Hofer, O. 1985. Coumarin hemiterpene ethers from Artemisia species. Phytochemistry, 24(3): 537-541.
13.Taherkhani, M. 2014. Essential oil composition, total phenol and flavonoids in six Artemisia species in Khorasan, Semnan and west Azarbaygan provinces. Eco-phytochemical Journal of Medicinal Plants(EJMP), 2(3): 18-25.
14.Taherkhani, M. 2016. Chemical Investigation and Protective Effects of Bioactive Phytochemicals from Artemisia ciniformis. Iranian Journal of Chemistry and Chemical Engineering, 35(2): 15-26.
15.Taherkhani, M. and Rustaiyan, A. 2016. Investigation of in vitro cytotoxic, mutagenic and anti-mutagenic effects of Shirazolide extracted from Jurinea leptoloba. Natural Product Research, 30(23): 2743-2746.
16.Taherkhani, M. 2017. In vitro cytobiochemical potentials and protective effects of bioactive phytochemicals from Artemisia turanica. Pharmaceutical Chemistry Journal,50(10): 668-677.
17.Taherkhani, M., Rustaiyan, A. and Taherkhani, T. 2012. Composition of the leaf essential oils of Artemisia ciniformis Krasch. et M. Pop. ex Poljak, Artemisia oliveriana J. Gay ex Bess. in DC. and Artemisia turanica Krasch., Three Asteraceae Herbs Growing Wild in Iran. Journal of essential oil bearing plants, 15(6): 1006-1012.
18.Wollenweber, E. and Rustaiyan, A. 1991. Exudate flavonoids in three Persian Asteraceae species. Biochemical Systematics and Ecology, 19(8): 673-675.
19.Zheng, G.Q. 1994. Cytotoxic terpenoids and flavonoids from Artemisia annua. Planta medica, 60(1): 54-57.
_||_