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A NEW METHOD FOR SELECTIVE EXTRACTION OF EUGLOBALS WITH MONOTERPENOID STRUCTURE FROM EUCALYPTUS VIMINALIS LEAVES

DOI: https://doi.org/10.29296/25877313-2019-12-02
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Issue: 
12
Year: 
2019

N.N. Boyko Ph.D. (Pharm.), Junior Research Scientist of Laboratory Technology of Drugs, Associate Professor of Pharmaceutical Technology Department, Belgorod National Research University (Belgorod) E-mail: boykoniknik@gmail.com E.T. Zhilyakova Dr.Sc. (Pharm.), Professor, Head of Pharmaceutical Technology Department, Belgorod National Research University (Belgorod) D.I. Pisarev Dr.Sc. (Pharm.), Professor of Shared Knowledge Center (Research and Educational Center) "Drugs’ Quality Control Center"; Рeoples’ Friendship University of Russia (Moscow) O.O. Novikov Dr.Sc. (Pharm.), Professor, Director of Shared Knowledge Center (Research and Educational Center) "Drugs’ Quality Control Center", Рeoples’ Friendship University of Russia (Moscow) P.G. Mizina Dr.Sc. (Pharm.), Professor, Vice-Director for Science, All-Russian Scientific Research Institute of Medicinal and Aromatic Plants (Moscow) O.L. Saybel Ph.D. (Pharm.), Head of Chemistry and Pharmaceutical Technology Сenter, All-Russian Scientific Research Institute of Medicinal and Aromatic Plants (Moscow) M.K. Sidelnikova Ph.D. (Pharm.), Senior Research Scientist of Chemistry and Pharmaceutical Technology Сenter, All-Russian Scientific Research Institute of Medicinal and Aromatic Plants (Moscow)

The purpose of this work is to test experimentally a working hypothesis about the possibility of euglobals’ extraction from Eucalyptus viminalis leaves with two different perfluoro organic solvents, Novec 1230 and Novec 7100. Materials and methods. For extraction of euglobals from Eucalyptus viminalis leaves, we used a circulation method for extraction in Soxhlet extractor at plant raw material / solvent ratio 1:5 w/v. For analysis of euglobals, we used a method of reverse phase high performance liquid chromatography. As standard euglobal-containing substances, we used Spissum extract of Chlorophyllipt standard sample of the State Pharmacopoeia of Ukraine and eucalimin standard sample. Results. It is determined that perfluoro organic solvent Novec 1230 does not extract euglobals, while solvent Novec 7100 exhibits selective but incomplete extraction level of euglobals with monoterpenoid structure. A circulation method of solvent Novec 7100 in Soxhlet extractor demonstrates that in two hours of extraction from Eucalyptus viminalis leaves, the yield of dominant euglobal with monoterpenoid structure was equal to 49.3±2.5 %, and the yield of dry residue relatively to plant raw material initial weight was equal to 0.63±0.03 %. In the extract obtained, no chlorophylls or macrocarpales were detected. Conclusions. Our working hypothesis about the possibility of euglobals’ extraction from Eucalyptus viminalis leaves with perfluoro organic solvent has been verified experimentally. The yield of euglobals significantly depend not only on the fluorination degree of the solvent molecule, but also on the value of topological polar surface area of euglobal molecule. A new method for selective extraction of euglobals with monoterpenoid structure from Eucalyptus viminalis leaves by perfluoro organic solvent Novec 7100 has been suggested.

Keywords: 
euglobals
Eucalyptus viminalis leaves
Novec 1230
Novec 7100
circulation method of extraction

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References: 
  1. Registr lekarstvenny`x sredstv Rossii. Rezhim dostupa: https://www.rlsnet.ru.
  2. Bharate S.B., Bhutani K.K., Khan S.I., Tekwani B.L., Jacob M.R., Khan I.A., et al. Biomimetic synthesis, antimicrobial, antileishmanial and antimalarial activities of euglobals and their analogues. Bioorg Med Chem. 2006; 14(6):1750–1760.
  3. Soliman F.M., Fathy M.M., Salama M.M., Al-Abd A.M., Saber F.R., El-Halawany A.M. Cytotoxic activity of acyl phloroglucinols isolated from the leaves of Eucalyptus cinerea F. Muell. ex Benth. cultivated in Egypt. Sci Rep. 2014; 4:5410.
  4. Takasaki M., Konoshima T., Kozuka M., Tokuda H. Anti-tumor-promoting activities of euglobals from Eucalyptus plants. Biol Pharm Bull. 1995; 18(3):435–438.
  5. Takasaki M., Konoshima T., Shingu T., Tokuda H., Nishino H., Iwashima A., et al. Structures of euglobal- G1, -G2, and G3 from Eucalyptus grandis, three new inhibitors of Epstein-Bar virus activation. Chem Pharm Bull. 1990; 38(5):1444–1446.
  6. Nishizawa M., Emure M., Yamada H., Ogawa K., Hamanaka N. Macrocarpals: HIV-RTase inhibitors of Eucalyptus globulus. Tetrahedron Letters. 1992, 33(21):2983–2986.
  7. Amano T., Komiya T., Hori M., Goto M. Isolation and characterization of euglobals from Eucaliptus globulus Labill. by preparative reversed-phase liquid chromatography. Journal of chromatography. 1981; 208(2):347–355.
  8. Yang C. Preparation method of euglobal aldehyde-III. Patent of China CN103570666A. C07D311/94. Priority date: 2013-09-17.
  9. Sokolskaya T.A., Savina A.A., Glyzin V.I., Pribylova G.F., Libizova L.F., Vechkanova L.D., Vichkanova S.A., Krutikova N.M., Vandyshev V.V. Sposob polucheniya veshhestva «E`vkalimin», obladayushhego antimikrobnoj i protivovirusnoj aktivnost`yu. Avtorskoe svidetel`stvo. SU1438042 A1. A61K35/78. Data publikacii 07.07.93. Byul. № 25. 3 s.
  10. Savina A.A., Cybulko N.S., Glyzin V.I., Lasskaya O.F., Shipulina L.D., Vichkanova S.A., Adgina V.V., Krutikova N.M., Bogacheva N.G., Vandyshev V.V., Sokolskaya T.A., Badzhelidze L.S. Sposob polucheniya preparata e`vkalimin. Patent RF 2032414 S1. A61K 35/78 (1995.01). Data publikacii 10.04.1995.
  11. Bojko N.N., Pisarev D.I., Zhilyakova E.T., Malyutina A.Yu., Novikov O.O. Novaya texnologiya vy`deleniya e`firnogo masla iz plodov ukropa paxuchego // Tonkie ximicheskie texnologii. 2019; 14(2):33–40.
  12. Bojko N.N., Pisarev D.I., Zhilyakova E.T., Malyutina A.Yu., Novikov O.O. Novy`j sposob vy`deleniya komponentov e`firnogo masla iz plodov fenxelya oby`knovennogo // Voprosy` biologicheskij, medicinskoj i farmacevticheskoj ximii. 2019; 22(5):47–52.
  13. Boyko N.N., Pisarev D.I., Zhilyakova E.T., Malyutina A.Y, Novikov O.O., Kuznietsova V.Y., Sahaidak-Nikitiuk R.V., Blazheyevskiy M.Y., Shpychak O.S., Sushchuk N.A. An innovative way for extraction of essential oil components from Pimpinella anisum L. Fruits. International Journal of Applied Pharmaceutics. (Индия). 2019; 11(4):83–87.
  14. Zhilyakova E.T., Novikov O.O., Pisarev D.I., Malyutina A.Y., Boyko N.N. Studying the polyphenolic structure of Laurus Nobilis L. leaves. Indo Am J Pharm Sci. 2017; 4(09):3066–3074.
  15. Gosudarstvennaya farmakopeya Rossijskoj Federacii. XIV izd. T. I. M.: Ministerstvo zdravooxraneniya Rossijskoj Federacii. 2018.
  16. Coppen J.J.W. Eucalyptus: The Genus Eucalyptus. CRC Press, 2003. 464 p.
  17. National Center for Biotechnology Information. PubChem Database. Euglobal IIb, CID=10385496, https://pubchem.ncbi.nlm.nih.gov/compound/ Euglobal-IIb (accessed on June 27, 2019).
  18. Bojko N.N., Pisarev D.I., Zhilyakova E.T., Novikov O.O. Sravnitel`ny`j analiz biologicheski aktivny`x veshhestv v preparatax nastojka e`vkalipta i Xlorofillipt // Voprosy` biologicheskij, medicinskoj i farmacevticheskoj ximii. 2018; 11(21):16–23.
  19. National Center for Biotechnology Information. PubChem Database. Macrocarpal A/C, CID=454459, https: // pubchem.ncbi.nlm.nih.gov/ compound/ Macrocarpal-A/C (accessed on June 27, 2019).
  20. Texnologiya i standartizaciya lekarstv: sb. nauch. trudov / Pod red. V.P. Georgievskogo i F.A. Koneva. Xar`kov: OOO «RIREG». 2000. 784 s.