Preview

Pharmacy & Pharmacology

Advanced search

CHEMICAL STUDY OF FLAVONS AND FLAVONOLS COMPOSITION IN PROPOLIS

https://doi.org/10.19163/2307-9266-2018-6-3-241-254

Abstract

The aim of the study. This article is dedicated to the comparative assessment of flavones and flavonols composition in various samples of propolis for providing the possibility of its standardization. Materials and methods. To carry out the research, 6 experimental samples of propolis were taken from different regions of Russia. Using those samples, we prepared the extracts with 80% ethanol according to traditional scheme of making tinctures in the ratio of 1:10. After that our extracts were filtered and used directly in the assessment. Chromatographic separation of spirit extracts of propolis was carried out on a liquid chromatograph of “Agilent Technologies 1200 Infinity”, USA. The detection was carried out on the basis of the diode array detector “Agilent 1200”. Results and discussion. Using the reversed-phase HPLC in gradient elution regime we managed to identify flavonols and flavones. It was found out that the composition of propolis has a stable composition of flavones and flavonols including quercetin, isoramnetin, 3,4’-dimethoxycempferol, ramnetin, penduletin, kaempferol, ramnocitrin, galangin, kaempherid, chrysin and methoxyhalangin. Among the identified components, the highest content is in flavonols, methoxyl derivatives ramnocitrin (22,0%), and kaempherid (12,0%); in flavones it is chrysin(16,0%). The specific gravity of each component within the specified group was calculated by the internal normalization method. It was established that about 84% of all flavonols are in kaempferol and its methoxyl derivatives. The composition of flavones and flavonols can vary depending on the sample. Hereby, kempferol was identified in all the studied samples, whereas some of the identified components were absent from separate propolis samples. Propolis standardization by method of high-performance liquid chromatography in respect of the content of flavonoids in terms of kaempferol as a stable, commercially most available component of propolis was suggested. With the use of absolute calibration, the quantitative content of kaempferol in propolis samples was
determined in the range of 0.0141-0.0159%. Conclusion. The results of the carried out experiments made it possible to recommend the quality assessment of propolis according to the content of kaempferol in the experimental samples.

About the Authors

E. V. Lupina
Belgorod National State Research University of the Russian Federation
Russian Federation
post-graduate student in the Department of Pharmaceutical Chemistry
and Pharmacognosy


D. I. Pisarev
Belgorod National State Research University of the Russian Federation
Russian Federation
PhD (Pharmacy), Associate Professor, Professor of Pharmaceutical Chemistry and Pharmacognosy Department


O. O. Novikov
Belgorod National State Research University of the Russian Federation
Russian Federation
PhD (Pharmacy), Professor, Head of Pharmaceutical Chemistry and
Pharmacognosy Department


A. Yu. Malyutina
Belgorod National State Research University of the Russian Federation
Russian Federation
PhD (Pharmacy), Associate Professor of Pharmaceutical Chemistry and
Pharmacognosy Department


G. V. Vasilev
Belgorod National State Research University of the Russian Federation
Russian Federation
Senior Lecturer of Pharmaceutical Chemistry and Pharmacognosy Department


Yu. G. Vasileva
Belgorod National State Research University of the Russian Federation
Russian Federation
post-graduate student in the Department of Pharmaceutical Chemistry and
Pharmacognosy


References

1. Ramadan A, Soliman G, Sawsan SM, Salwa MN, Rehab F Abdel-Rahman. Evaluation of the safety and antioxidant activities of Crocus sativus and Propolis ethanolic extracts. Journal of Saudi Chemical Society. 2012 Jan;16(1):13-21.

2. da Silva FC, Favaro-Trindade CS, de Alencar SM, Marcelo Thomazini, Julio CC Balieiro. Physicochemical properties, antioxidant activity and stability of spray-dried propolis. Journal of ApiProduct and ApiMedical Science. 2011;3(2):94-100. DOI 10.3896/IBRA.4.03.2.05

3. Ivashevskaya EB, Lebedev VI, Ryazanova OA, Poznyakovskiy VM. Ekspertiza produktov pchelovodstva. Kachestvo i bezopasnost’ [Expertise of bee products. Quality and safety]. Novosibirsk: Sib. univ. izd-vo; 2007. 208 p. Russian.

4. Watanabe MA, Amarante MK, Conti BJ, Sforcin JM. Cytotoxic constituents of propolis inducing anticancer effects: a review. JPP. 2011 Sep 27;63(11):1378-86. DOI: 10.1111/j.2042-7158.2011.01331.x.

5. Braslavskiy VB, Kurkin VA. Issledovaniye elektronnykh spektrov flavonoidov topolya i propolisa [Study of electronic spectra of poplar and propolis flavonoids]. Medical Almanac. 2011;15(2):140-144. Russian.

6. Tikhonov AI, Yarnykh TG, Chernykh VP, Zupanec IA, Tihonova SA. Teoriya i praktika proizvodstva lekarstvennykh preparatov propolisa [Theory and practice of production of medicinal preparations of propolis]. Kharkov: «Osnova»; 1998. 384 p. Russian.

7. Popravko SA, Gurevich AI, Kolosov MN. Flavonoidnyye komponenty propolisa [Flavonoid components of propolis]. Khimiya prirodnykh soyedineniy. 1969;6:476-482. Russian.

8. Simonyan EV, Yurkova EA, Karagezova ST. Opredeleniye flavonoidov v produktakh pchelovodstva [Determination of flavonoids in bee products]. In: Nauchnaya diskussiya: voprosy meditsiny [Scientific discussion: questions of medicine]. Proceedings of I International Correspondence Scientific and Practical Conference. Moscow: Mezhdunarodnyy zaochnyy tsentr nauki i obrazovaniya; 2012. Russian.

9. Sokolov IV, Torgov IV. Flavonoidnyye aglikony v propolise i yego istochnikakh [Flavonoid aglycons in propolis and its sources]. Khimiya prirodnykh soyedineniy. 1990;4:550-1. Russian.

10. Tarakhovskiy YuS, Kim YuA., Abdrasilov BS, Muzafarov EN. Flavonoidy: biokhimiya, biofizika, meditsina [Flavonoids: biochemistry, biophysics, medicine]. Pushchino: Sуnchrobook; 2013. 310 p. Russian.

11. Shustov VV, Terakh EI. Primeneniye flavonoidov v meditsine [The use of flavonoids in medicine]. In: Nauchnoye soobshchestvo studentov XXI stoletiya [Scientific community of students of the XXI century]. Proceedings of XXX International Student Scientific and Practical Conference [Internet]: 2015;4(29) [cited 2018 Apr 04]. Available from: http://sibac.info/archive/nature/4(29). Russian.

12. Kleemann R, Verschuren L, Morrison M, Zadelaar S, van Erk MJ, Wielinga PY, Kooistra T. Anti-inflammatory, anti-proliferative and anti-atherosclerotic effects of quercetin in human in vitro and in vivo models. Atherosclerosis. 2011;218:44-52.

13. Sun B, Sun GB, Xiao J, Chen RC, Wang X, Wu Y, Cao L, Yang ZH, Sun XB. Isorhamnetin inhibits H(2) O(2)-induced activation of the intrinsic apoptotic pathway in H9c2 cardiomyocytes through scavenging reactive oxygen species and ERK inactivation. J.Cell Biochem. 2012;113:473-485.

14. Martinez J, Silvan AM, Abad MJ, Bermejo P, Villar A, Söllhuber M. Isolation of two flavonoids from Tanacetum microphyllum as PMA-induced ear edema inhibitors. Journal of Natural Products. 1997;60(2):142-4.

15. Eumkeb G, Sakdarat S, Siriwong S. Reversing beta-lactam antibiotic resistance of Staphylococcus aureus with galangin from Alpinia officinarum Hance and synergism with ceftazidime. Phytomedicine. 2010;18:40-5.

16. Luo H, Rankin GO, Li Z, Depriest L, Chen YC. Kaempferol induces apoptosis in ovarian cancer cells through activating p53 in the intrinsic pathway. Food Chem. 2011;128:513-9.

17. Nirmala P, Ramanathan M. Effect of kaempferol on lipid peroxi-dation and antioxidant status in 1,2-dimethy hydrazine induced colorectal carcinoma in rats. Eur. J. Pharmacol. 2011;654:75-9.

18. Huang CH, Jan RL, Kuo CH, et al. Natural flavone kaempferol suppresses chemokines expression in human monocyte THP-1 cells through MAPK pathways. J. Food Sci. 2010;75:254-9.

19. Lin MK, Yu YL, Chen KC, Chang WT, Lee MS, Yang MJ, Cheng HC, Liu CH, Chen D, Chu CL. Kaempferol from Semen cuscutae attenuates the immune function of dendritic cells. Immunobiology. 2011;216:1103-9.

20. Xiao HB, Lu XY, Sun ZL, Zhang HB. Kaempferol regulates OPN-CD44 pathway to inhibit the atherogenesis of apolipoprotein E deficient mice. Toxicol. Appl. Pharmacol. 2011;257:405-11.

21. Li S, Pu XP. Neuroprotective effect of kaempferol against a 1-me-thyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced mouse model of Parkinson’s disease. Biol. Pharm. Bull. 2011;34:1291-6.

22. Zhang Y, Liu D. Flavonol kaempferol improves chronic hyper-glycemia-impaired pancreatic beta-cell viability and insulin secretory function. Eur. J. Pharmacol. 2011;670:325-32.

23. Byun MR, Jeong H, Bae SJ, Kim AR, Hwang ES, Hong JH. TAZ is required for the osteogenic and anti-adipogenic activities of kaempferol. Bone. 2012;50:364-72.

24. European Pharmacopoeia. 8th ed. Strasbourg, France: European Directorate for Quality of Medicines and Health care; 2014. 2727 p.


Review

For citations:


Lupina E.V., Pisarev D.I., Novikov O.O., Malyutina A.Yu., Vasilev G.V., Vasileva Yu.G. CHEMICAL STUDY OF FLAVONS AND FLAVONOLS COMPOSITION IN PROPOLIS. Pharmacy & Pharmacology. 2018;6(3):241-254. (In Russ.) https://doi.org/10.19163/2307-9266-2018-6-3-241-254

Views: 1732


Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.


ISSN 2307-9266 (Print)
ISSN 2413-2241 (Online)