Quantification Of Sesquiterpene Compounds In Some Artemisia Species By Gas Chromatography-Mass Spectrometry And High-Performance Liquid Chromatography Methods
DOI:
https://doi.org/10.48165/Keywords:
Artemether, Artemisia species, GC-MS, HPLC, sesquiterpeneAbstract
Artemisinin (quinzhees) and its derivatives is a natural compound isolated from Artemisia annua which draws its interest in the treatment of drug resistant malaria. The current study was aimed to study the sesquiterpene compounds by using GCMS and to determine thecontents of artemisinin derivative compounds. This paper also emphasized on the quantification of artemether by using HPLC method from a few selected Artemisia species (A. annua, A. japonica, A. nilagirica, A. pallens and A. abrotanum) from different localities of Karnataka (India). In GCMS the relative percentage and amount of each component was calculated by comparing its average peak area to the total area. Data handling was done using Xcaliber software. In HPLC technique, the artemether content was established by Waters 510 Isocratic System with C18 column. In total, 23 components were identified in GC-MS with major constituents as arteannuin b (51%), davana ether (8.3%), davanone (5%), β-eudesmol (72%), pallensin (27%) and cis-hydroxy davanone (85%). In HPLC, artemether was found in all plants in the range of 0.6-6.0 mg, except A. jopanica. However, the present study validates the ethno-medicinal use of artemisinin and its derivatives in malaria treatment.
Downloads
References
Abad, M.A., Bedoya, L.M., Luis, A. and Paulina, B. 2012. The Artemisia L. genus: A review of bioactive essential oils. Molecules, 17: 2542-2566.
Abdul Mannan, Ibrar Ahmed, Arshad, W., Asim, M.F., Qureshi, R.A., Izhar Hussain and Bushra Mirza. 2010. Survey of artemisinin production by diverse Artemisia species in northern Pakistan. Malaria Journal, 9: 310.
Abegaz, B. and Yohannes P.G. 1982. Constituents of essential oil of Artemisia rehan. Phytochemistry, 21: 1791.
Anonymous 2008. The Global Malaria Action Plan. Report of the 2008. Artemisinin Enterprise Conference, 8-10, York, UK.
Arrow, K.J., Panosian, C.B. and Gelband, H. 2004. Saving Lives, Buying Time: Economics of Malaria Drugs in an Age of Resistance. National Academy of Sciences, Washington, USA. Baslas, K.K. 1967. A review of investigations on 30 Indian essential oils: Perfume Essential Oil Record, 58: 437.
Bilia, A.R., Melillo de Malgalhaes, P., Bergonzi, M.C. and Vincieri, F.F. 2006. Simultaneous analysis of artemisinin and flavonoids of several extracts of Artemisia annua L. obtained from a commercial sample and a selected cultivar. Phytomedicine, 13(7): 487-493.
Chang, M.C.Y., Eachus, R.A., Trieu, W., Ro, D.K. and Keasling, J.D. 2007. Engineering Escherichia coli for production of functionalized terpenoids using plant P450s. Nature Chemical Biology, 3: 274-277.
Lopes-Lutz, D., Alviano, D.S., Alviano, C.S. and Kolodziejczyk, P.P. 2008. Screening of chemical composition, antimicrobial and antioxidant activities of Artemisia essential oils. Phytochemistry, 69: 1732-1738.
De Vries, P.J. and Dien, T.K. 1996. Clinical pharmacology and therapeutic potential of artemisinin and its derivate in the treatment of malaria. Drugs, 52: 818-836.
Delabays, N., Darbellay, C. and Galland, N. 2002. Variation and heritability of artemisinin content in Artemisia annua L. Acta Horticulture, 330: 197-208.
Duke, S.O. and Paul, R.N. 1993. Development and fine structure of the glandular trichomes of Artemisia annua L. International Journal of Plant Science, 154: 107-118. ElSohly, H.N., Croom, E.M. and ElSohly, M.A. 1987. Analysis of the antimalarial sesquiterpene artemisinin in Artemisia annua by high-performance liquid chromatography (HPLC) with post column derivatization and ultraviolet detection. Pharmaceutical Research, 4: 258-260.
Quantification of sesquiterpene compounds in Artemisia by GC-MS and HPLC 165
Graham, I.A., Besser, K., Blumer, S., Branigan, C.A., Czechowski, T., Elias, L., Guterman, I., Harvey, D., Isaac, P.G., Khan, A.M., Larson, T.R., Li, Y., Pawson, T., Penfield, T., Rae, A.M., Rathbone, D.A., Reid, S., Ross, J., Smallwood, M.F., Segura, V., Townsend, T., Vyas, D., Winzer, T. and Bowles, D. 2006. The genetic map of Artemisiaannua L. identifies loci affecting yield of the antimalarial drug artemisinin. Science, 327: 328-331.
Guerin, P.J., Olliare, P., Nosten, F., Druilhe, P., Laxminarayan, R., Binka, F., Kilama, W.L., Ford, N. and White, J. 2002. Malaria: Current status of control, diagnosis, treatment and a proposed agenda for research and development. The Lancet Infectious Diseases, 2(9): 564-573.
Kazemi, M. 2014. Essential oil of the aerial parts of Artemisia persica (Asteraceae) from Iran. Bulletin of Environment, Pharmacology and Life Science, 3(4): 184-186.
Lewis, Y.S. and Nambudiri E.S. 1967. Composition of davana oil, some preliminary studies. Perfume Essential Oil Record, 58: 613.
Martensson, A., Stromberg, J., Sisowath, C., Mwinyi, I., MsellemJ., Pedro, G., Scott, M., Montgomery, P., Alim, A.S. and Björkman, A. 2005. Efficacy of artesunate plus amodiaquine versus that of artemether-lumefantrine for the treatment of uncomplicated childhood Plasmodium falciparum malaria in Zanzibar, Tanzania. Clinical Infectious Diseases, 41: 1079-1086.
Medhi Bikash, Sazal, P., Rao Ramya, S., Prasad, D.S.B. and Ajay Prakash 2009. Pharmacokinetic and toxicological profile of artemisinin compounds. Pharmacology, 84: 323-332. Newman, J.D., Marshall, J., Chang, M., Nowroozi, F., Paradise, E., Pitera, D., Newman, K.L. and Keasling, J.D. 2006. High-level production of amorpha-4,11-diene in a two-phase partitioning bioreactor of metabolically engineered Escherichia coli. Biotechnology and Bioengineering, 95: 684-691.
Phillips, T. 2015. Tu Youyou: How Mao's challenge to malaria pioneer led to Nobel prize? The Guardian, October 6, 2015 [https://www.theguardian.com/science/2015/oct/05/youyou-tu how-maos-challenge-to-malaria-pioneer-led-to-nobel-prize]
Rashmi, T.R., Francis, M.S. and Murali, S. 2014. Essential oil composition of Artemisia japonica Thumb. from Kerala. Journal of Pharmocognosy and Phytochemistry, 3(4): 160-163. Razavi, S.M., Nourouzi, Z., Ghasemiian, A., Ghorbani, A. and Latifi, S. 2014. Chemical composition of the essential oil of Artemisia austriaca Jacq. growing wild in Iran. Turkish Journal of Biochemistry, 39(3): 368-372.
Samuelsson, G. 1999. Drugs of Natural Origin (4th revised edition). Swedish Pharmaceutical Press, Kristianstad, Sweden.
Sharma, V., Pathania, V.L., Singh, B. and Gupta, R.C. 2011. GCMS analysis and anti-microbial activity of essential oil of Artemisia minor Jacq. ex Bess. from Lahaul & Spiti (cold desert) region of North India. International Journal of Drug Development & Research, 3: 127-139.
Slater, G.A., Swiggard, W.J., Orton, B.R., Flitter, W.D., Goldberg, D.E., Cerami, A. and Henderson, G.B. 1991. An iron-carboxylate bond links the heme units of malaria pigments. The Proceedings of the National Academy of Sciences of the United States of America, 88: 325-329.
Verdian-rizi, M.R., Sadat-Ibrahimi, E. and Hadjiakhoondi, A. 2008. Chemical composition and antimicrobial activity of Artemisiaannua L. essential oil from Iran. Journal of Medicinal Plants Research, 7: 59-62.
WHO. 2006. Treatment Guideline for Malaria: Report of WHO. World Health Organization, Geneva, Switzerland [http://archives.who.int/eml/expcom/children/Applications/ArtIMapplicatio n .pdf] WHO. 2010. Malaria: World Health Organization Fact Sheet 94. World Health Organization, Geneva, Switzerland [https://www.who.int/news-room/fact-sheets/detail/malaria]. WHO. 2017. World Malaria Report. December 2017, World Health Organization, Geneva, Switzerland [https://www.who.int/news-room/fact-sheets/detail/malaria]. Zeng, Q.P., Qiu, F. and Yuan, L. 2008. Production of artemisinin by genetically-modified microbes. Biotechnology Letters, 30: 581-592.