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A Technology for Isolation and Analysis of Lipophilic and Hydrophilic Biologically Active Components from N. sativa L. Seeds.

https://doi.org/10.33380/2305-2066-2020-9-3-137-141

Abstract

Introduction. Seeds of Nigella sativa L. are widely known as a source of fatty oil with a very rare component-thymoquinone. The therapeutic potential of biologically active compounds of plant seeds covers a positive effect on the gastrointestinal tract, cardiovascular and immune systems. In addition, hypoglycemic, antioxidant, antitumor, oncoprotective, immunomodulating effects were found in thymoquinone. In addition to fatty oil and thymoquinone, a number of other significant compounds are present in the seeds, which also make up their own pharmacological asset. Aim. Study was to develop a processing flow chart and analyze the lipophilic and hydrophilic components of the seeds of N. sativa L.

Materials and methods. The following methods were used as analytical methods: gas-liquid chromatography with a flame ionization detector - for the analysis of sterols and triterpenes; chromatography-mass spectrometry (gas-liquid chromatography with mass spectrometric detection) - for the study of essential oil; chromatography-mass spectrometry (high performance liquid chromatography with mass spectrometric detection) - to study flavonoids. To obtain individual fractions of biologically active compounds of seeds of N. sativa L., fractional extraction was used.

Results and discussion. The principle of this approach in this case is to extract the entire lipid complex of seeds with n-hexane, followed by removal of the extractant. The thickened hexane extract is treated with ethyl alcohol, which extracts unsaponifiable compounds - terpenes, quinones, sterols and does not dissolve triacylglycerides. The seed meal remaining after hexane extraction is treated with ethyl alcohol 70 %, into which hydrophilic molecules, in particular flavonoids, pass.

Conclusion. After transesterification, 5 compounds were identified in the lipophilic fraction of saponifiable lipids, the linoleic and oleic acids being dominant. A characteristic feature of this fraction is the presence of cis-11,14-eicosadiene acid, which can act as a marker element of the fatty oil of the seeds of N. sativa L. Sterols and triterpenes were found in the unsaponifiable fraction. The major component of this fraction is β-sitosterol. In addition to the indicated sterol, campesterol and stigmasteri are present. Triterpenes are represented by cycloartenol and its derivatives. Simple phenols, quinones and monoterpenes were found in the essential oil complex, p-cymol, thymoquinone and α-thuyen predominate. The hydrophilic fraction of the seeds of N. sativa L. includes flavonoids of the methoxylated series of flavones and kempferol glycosides.

About the Authors

S. V. Goryainov
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Sergey V. Goryainov. 

6, Mikluho-Maklaya str., Moscow, 117198



C. Esparza
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Cesar Esparza. 

6, Mikluho-Maklaya str., Moscow, 117198



V. A. Ivlev
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Vasily A. Ivlev. 

6, Mikluho-Maklaya str., Moscow, 117198



D. I. Pisarev
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Dmitry I. Pisarev.

6, Mikluho-Maklaya str., Moscow, 117198.



G. Bacorese
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Gohara Bacorese.

6, Mikluho-Maklaya str., Moscow, 117198.



R. A. Abramovich
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Rimma A. Abramovich.

6, Mikluho-Maklaya str., Moscow, 117198.



O. O. Novikov
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Oleg O. Novikov.

6, Mikluho-Maklaya str., Moscow, 117198.



O. G. Potanina
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Olga G. Potanina.

6, Mikluho-Maklaya str., Moscow, 117198.



S. Lazar
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Simon Lazar.

6, Mikluho-Maklaya str., Moscow, 117198.



A. V. Khromov
Peoples Friendship University of Russia (RUDN University)
Russian Federation

Arkidiy V. Khromov.

6, Mikluho-Maklaya str., Moscow, 117198.



N. N. Boyko
Belgorod National Research University
Russian Federation

Nikolay N. Boyko.

85, Pobedy str., Belgorod, 308015.



References

1. Gali-Muhtasib H., El-Najjar H. Schneider-Stock R. The medicinal potential of black seed (Nigella sativa) and its components. Advances in Phytomedicine. 2006;2:133-153. Doi: 10.1016/S1572-557X(05)02008-8.

2. Kooti W., Hasanzadeh-Noohi Z., Sharafi-Ahvazi N., Asadi-Samani M., Ashtary-Larky D. Phytochemistry, pharmacology, and therapeutic uses of black seed (Nigella sativa). Chinese Journal of Natural Medicines. 2016;14(10):732-745. Doi: 10.1016/S1875-5364(16)30088-7.

3. Ceikh-Rouhou S., Besbes S., Hentati B., Blecker C., Deroanne C., Attia H. Nigella sativa L.: Chemical composition and physicochemical characteristics of lipid fraction. Food Chemistry. 2007;101(2):673-681. Doi: 10.1016/j.foodchem.2006.02.022.

4. Chaieb K., Kouidhi B., Jrah H. Antibacterial activity of thymoquinone, an active principle of Nigella sativa and its potency to prevent bacterial bio flam formation. BMC complementary and alternative medicine. 2011;11:29-34. Doi: 10.1186/1472-6882-11-29.

5. Yehualashet B., Ermias D. HPTLC assay of thymoquinone in black seed and black seed oil (Nigella Sativa Linn) and identifcation of thymoquinone conversion with Uv-Vis. Journal of drug delivery & Therapeutics. 2014;4(4):1-5. Doi: 10.1186/1472-6882-11-29.

6. El-Dakhakhny M., Mady N., Lembert N., Ammon H. P. The hypoglycemic effect of Nigella sativa oil is mediated by extrapancreatic actions. Planta Medica. 2002;68(5):465-466. Doi: 10.1055/s-2002-32084.

7. Mansour M. A., Nagi M. N., El-Khatib A. S., Al-Bekairi A. M. Effects of thymoquinone on antioxidant enzyme activities, lipid peroxidation and DT-diaphorase in different tissues of mice: A possible mechanism of action. Cell Biochem. Funct. 2002;20(2):143-151. Doi: 10.1002/cbf.968.

8. Salem M. L. Immunmodulatory and therapeutic properties of the Nigella sativa L. seed. International Immunopharmacology. 2005;5:1749-1770. Doi: 10.1016/j.intimp.2005.06.008.


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For citations:


Goryainov S.V., Esparza C., Ivlev V.A., Pisarev D.I., Bacorese G., Abramovich R.A., Novikov O.O., Potanina O.G., Lazar S., Khromov A.V., Boyko N.N. A Technology for Isolation and Analysis of Lipophilic and Hydrophilic Biologically Active Components from N. sativa L. Seeds. Drug development & registration. 2020;9(3):137-141. (In Russ.) https://doi.org/10.33380/2305-2066-2020-9-3-137-141

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ISSN 2305-2066 (Print)
ISSN 2658-5049 (Online)