Author(s):
Kakhramanova S.D., Bokov D.O., Luferov A.N., Samylina I.A., Rendyuk T. D., Sergunova E.V., Bondar A.A., Fedorova L. V., Klyukina E.S., Malysheva M.O., Tikhomirova E.A., Baeva V.M., Stepanova O.I., Yakubovich L.M., Selifanov A.V., Bessonov V.V.
Email(s):
ksd113@yandex.ru
DOI:
10.52711/0974-360X.2024.00879 
Address:
Kakhramanova S.D.1,2*, Bokov D.O.1,3, Luferov A.N. 1, Samylina I.A.1, Rendyuk T. D. 1, Sergunova E.V. 1, Bondar A.A.1, Fedorova L. V. 1, Klyukina E.S.1, Malysheva M.O.1, Tikhomirova E.A.1, Baeva V.M. 1, Stepanova O.I.1, Yakubovich L.M.1, Selifanov A.V.3, Bessonov V.V.3
1Sechenov First Moscow State Medical University, Institute of Pharmacy, Department of Pharmaceutical Natural Science. Russian Federation.
2Federal State Budgetary Institution “Scientific Centre for Expert Evaluation of Medicinal Products”. Russian Federation.
3Federal Research Center of Nutrition, Biotechnology and Food Safety, Russian Federation.
*Corresponding Author
Published In:
Volume - 17,
Issue - 12,
Year - 2024
ABSTRACT:
The pectoral species No 1 (phytopectol No 1) is widely used in Russian medicinal practice. Pectoral species No 1 (PS No 1) contains coltsfoot leaves (Tussilaginisfarfarae folia), marshmallow roots (Althaeae radices), oregano herb (Origani vulgaris herba). This research aims to determine the flavonoid profile of PS No 1. These biologically active compounds (BAC) can have pharmacological effects such as antioxidant, antibacterial. The UPLC/PDA/MS/MS method was used for flavonoids’ determination. Chromatographic system: ultra-performance liquid chromatograph Waters Acquity (Waters Corporation, USA). Column: 2.1×150 mm Acquity UPLC BEH (Bridged Ethylene Hybrid) C18 (particle size – 1.7 µm). The column temperature and the injection volume were 35 °C and 5 µL, respectively. Mobile phase A – a mixture of water, acetonitrile, and formic acid (95:5:0.1). Mobile phase B – a mixture of acetonitrile and formic acid (100:0.1). A gradient program was used for elution. Results: The pectoral species No 1 was established to contain various flavonoids as apigenin 7-O-ß-glucuronide, luteolin 7,4'-diglucuronide-3'-glycoside, luteolin 7-O-glucuronide, luteolin 7-O-[ß-D-glucuronosyl-(1?2)-ß-D-glucuronide]-4'-O-ß-D-glucuronide, rutin. Some derivatives of hydroxycinnamic acid such as caffeic acid, chlorogenic and isochlorogenic acids, isochlorogenic acid C (4,5-dicaffoylquinic acid), isochlorogenic acid A (3,5-dicaffoylquinic acid), 3,4,5-tricaffoylquinic acid were also identified in the herbal tea. Conclusions: The polyphenolic complex of pectoral species No. 1 was described; it was rich in flavonoids (flavonols and flavones) and hydroxycinnamic acid derivatives. The reported anti-inflammatory effect of the mixture herbal product (herbal tea) might be due to high flavonoid content. Thus, we recommend the flavonoids to be chosen as an active marker for the standardization of pectoral species No 1.
Cite this article:
Kakhramanova S.D., Bokov D.O., Luferov A.N., Samylina I.A., Rendyuk T. D., Sergunova E.V., Bondar A.A., Fedorova L. V., Klyukina E.S., Malysheva M.O., Tikhomirova E.A., Baeva V.M. , Stepanova O.I., Yakubovich L.M., Selifanov A.V., Bessonov V.V.. Identification of flavonoids and hydroxycinnamic acids in polysaccharide-containing mixed herbal product (Pectorales species No 1) by Ultra-Performance Liquid Chromatography with Photodiode arrays and Tandem quadrupole Mass-selective detectors. Research Journal Pharmacy and Technology. 2024;17(12):5779-9. doi: 10.52711/0974-360X.2024.00879
Cite(Electronic):
Kakhramanova S.D., Bokov D.O., Luferov A.N., Samylina I.A., Rendyuk T. D., Sergunova E.V., Bondar A.A., Fedorova L. V., Klyukina E.S., Malysheva M.O., Tikhomirova E.A., Baeva V.M. , Stepanova O.I., Yakubovich L.M., Selifanov A.V., Bessonov V.V.. Identification of flavonoids and hydroxycinnamic acids in polysaccharide-containing mixed herbal product (Pectorales species No 1) by Ultra-Performance Liquid Chromatography with Photodiode arrays and Tandem quadrupole Mass-selective detectors. Research Journal Pharmacy and Technology. 2024;17(12):5779-9. doi: 10.52711/0974-360X.2024.00879 Available on: https://rjptonline.org/AbstractView.aspx?PID=2024-17-12-16
REFERENCES:
1. Tehseen F. Ghori SS. Dawood M. Tazeen S. Sara K., Samad A. Phytochemical Screening and Invitro Anthelmintic Activity of a Novel Polyherbal Formulation. Research Journal of Pharmacy and Technology. 2021; 14(5): 2742-4. https://doi.org/10.52711/0974-360X.2021.00483
2. Khan A. Siddiqui A. Jafri MA, Asif M. Pharmacognostical and Phytochemical Evaluation of Renowned Polyherbal Formulation, Sharbat Ahmad Shahi: A Comprehensive Approach with Modern Techniques. Research J. Pharm. and Tech. 2021; 14(1): 189-194. https://doi.org/10.5958/0974-360X.2021.00033.0
3. Patil SJ. Patil SD. Patil PB. Patil PS.Vambhurkar GB. Raut ID. Evaluation of Standardization Parameters of Ayurvedic Marketed Polyherbal Formulation. Asian J. Pharm. Ana. 2018; 8(4): 220-226. https://doi.org/10.5958/2231-5675.2018.00040.6
4. Naik BSK. Duganath N. Kumar SR. Devanna N. Extraction and Characterization of Hesperidine Present in Natural and Polyherbal Formulation. Asian J. Research Chem. 2013; 6(6): 531-535.
5. Raj B. Khanam S. John S. Madhavi T. Siddique A. Quantitative Estimation of Rosmarinic Acid in Ocimum sanctum Extracts and Polyherbal Formulation by HPTLC. Research J. Pharmacognosy and Phytochemistry 2010; 2(1): 46-48.
6. Kandasamy CS. Sai LC. Kumar RS. Gopal V. Nair R. Venkatanarayanan R. Analysis of Crude Drugs Present In the Hepatoprotective Polyherbal Formulation by HPTLC Technique. Research J. Pharmacognosy and Phytochemistry. 2011; 3(6): 261-265.
7. Hawas UW. El-Desoky SK.Kawashty SA. Sharaf M. Two new flavonoids from Origanum vulgare. Natural Product Research. 2008; 22(17):1540-3. https://doi.org/10.1080/14786410600898987
8. Bokov DO. Nizamova LA. Morokhina SL et al. Pharmacognostic studies of Origanum L. species Medicinal plant raw materials. Research Journal of Pharmacy and Technology. 2020; 13(9): 4365-4372. https://doi.org/10.5958/0974-360X.2020.00772.6
9. Mohamed AA. Ali SI. Sameeh MY. El-Razik TMA. Effect of solvents extraction on HPLC profile of phenolic compounds, antioxidant and anticoagulant properties of Origanum vulgare. Research J. Pharm. and Tech. 2016; 9(11): 2009-2016. https://doi.org/10.5958/0974-360X.2016.00410.8
10. Nistane NT. Herbal Nanoparticles against Cancer. Res. J. Pharma. Dosage Forms and Tech. 2019; 11(4): 247-252. https://doi.org/10.5958/0975-4377.2019.00041.7
11. Zhang XL. Guo YS. Wang CH. Li GQ. Xu JJ. Chung HY et al. Phenolic compounds from Origanum vulgare and their antioxidant and antiviral activities. Food Chemistry. 2014;152:300-6. https://doi.org/10.1016/j.foodchem.2013.11.153
12. Gudej J. Flavonoids, phenolic acids and coumarins from the roots of Althaea officinalis. Planta Medica. 1991; 57(3): 284-5. https://doi.org/10.1055/s-2006-960092
13. Chanaj-Kaczmarek J.Wojcińska M.Matławska I. Phenolics in the Tussilagofarfara leaves. Herba Polonica. 2013; 59(1): 35-43.
14. Ferrer DB. Venskutonis PR.Talou T.Zebib B. Ferrer JMB et al. Identification and in vitro activity of bioactive compounds extracted from Tussilagofarfara (L.) Plant Grown in Lithuania and France. Free Radicals and Antioxidants. 2018; 8(1): 40-7. https://doi.org/10.5530/fra.2018.1.7
15. Haghgoo R. Mehran M.Afshari E. Zadeh HF.Ahmadvand M. Antibacterial effects of different concentrations of Althaea officinalis root extract versus 0.2% chlorhexidine and penicillin on Streptococcus mutans and Lactobacillus (in vitro). J of Int Society of Preventive and Community Dentistry. 2017; 7(4): 180. https://doi.org/10.4103/jispcd.JISPCD_150_17
16. Zhang Y. Kong F. Zhang L. Li C. Zhang R. Modulatory effect of Althaea officinalis L root extract on cisplatin-induced cytotoxicity and cell proliferation in A549 human lung cancer cell line. Tropical J of Pharm Res. 2016; 15(12): 2647-52. https://doi.org/10.4314/tjpr.v15i12.16
17. Sendker J.Böker I.Lengers I. Brandt S. Jose J. Abdel-Aziz H. et al. New flavonglucuronides, scopoletin glycosides from the roots of Althaea officinalis L. and anti-hyaluronidase-1 activity. Planta Medica. 2016;82(01):160. https://doi.org/10.1055/s-0036-1596320
18. Kadhum HH. Abd AH. Al-Shammari AM. HPLC analysis and chemical composition identification of isolated flavonoid fraction of Althaea officinalis from Iraq. In AIP Conference Proceedings AIP Publishing LLC. 2019; 2123(1): 020045. https://doi.org/10.1063/1.5116972
19. Alani B.Zare M.Noureddini M. Bronchodilatory and B-adrenergic effects of methanolic and aqueous extracts of Althaea root on isolated tracheobronchial smooth rat muscle. Advanced Biomedical Research. 2015; 4: 78. https://doi.org/10.4103/2277-9175.153905
20. Ashtiyani C.Yarmohammady P. Hosseini N. Ramazani M. The Effect of Althaea officinalis L. Root Alcoholic Extract on Blood Sugar Level and Lipid Profiles of Streptozotocin Induced-Diabetic Rats. Iranian Journal of Endocrinology and Metabolism. 2015; 17(3): 238-50.
21. Rafieepour A.Hajirezaee S. Rahimi R. Moderating effects of dietary oregano extract (Origanum vulgare) on the toxicity induced by organophosphate pesticide, diazinon in rainbow trout, Oncorhynchusmykiss: metabolic hormones, histology and growth parameters. Turkish Journal of Fisheries and Aquatic Sciences. 2019; 20(3):207-19. http://doi.org/10.4194/1303-2712-v20_3_05
22. Stanojević LP.Stanojević JS.Cvetković DJ.Ilić DP. Antioxidant activity of oregano essential oil (Origanum vulgare L.). Biologica Nyssana. 2016; 7(2): 131-9. http://doi.org/10.5281/zenodo.200410
23. Moghrovyan A. Sahakyan N. Babayan A.Chichoyan N.Petrosyan M. et al. Essential oil and ethanol extract of oregano (Origanum vulgare L.) from Armenian flora as a natural source of terpenes, flavonoids and other phytochemicals with antiradical, antioxidant, metal chelating, tyrosinase inhibitory and antibacterial activity. Current Pharmaceutical Design. 2019; 25(16): 1809-16. https://doi.org/10.2174/1381612825666190702095612
24. Sarikurkcu C.Zengin G.Oskay M.Uysal S. Ceylan R. et al. Composition, antioxidant, antimicrobial and enzyme inhibition activities of two Origanum vulgare subspecies (subsp. vulgare and subsp. hirtum) essential oils. Industrial Crops and Products. 2015; 70: 178-84. https://doi.org/10.1016/j.indcrop.2015.03.030
25. Shen D. Pan MH. Wu QL. Park CH.Juliani HR. et al. LC-MS method for the simultaneous quantitation of the anti-inflammatory constituents in oregano (Origanumspecies). Journal of Agricultural and Food Chemistry. 2010; 58(12): 7119-25. https://doi.org/10.1021/jf100636h
26. Beltrán JMG. Espinosa C. Guardiola FA. Esteban MÁ. In vitro effects of Origanum vulgare leaf extracts on gilthead seabream (Sparusaurata L.) leucocytes, cytotoxic, bactericidal and antioxidant activities. Fish and Shellfish Immunology. 2018;79:1-10. https://doi.org/10.1016/j.fsi.2018.05.005
27. Oniga I.Pușcaș C.Silaghi-Dumitrescu R.Olah NK.Sevastre B. et al. Origanum vulgare ssp. vulgare: Chemical composition and biological studies. Molecules. 2018; 23(8): 2077. https://doi.org/10.3390/molecules23082077
28. Salehi B.Venditti A. Sharifi-Rad M.Kręgiel D. Sharifi-Rad J. et al. The therapeutic potential of apigenin. Int J of Molec Sci. 2019; 20(6): 1305. https://doi.org/10.3390/ijms20061305
29. Kittiratphatthana N.Kukongviriyapan V.Prawan A.Senggunprai L. Luteolin induces cholangiocarcinoma cell apoptosis through the mitochondrial‐dependent pathway mediated by reactive oxygen species. J of Pharmacy and Pharmacology. 2016; 68(9): 1184-92. https://doi.org/10.1111/jphp.12586
30. Ghorbani A. Mechanisms of antidiabetic effects of flavonoid rutin. Biomedicine and Pharmacotherapy. 2017; 96: 305-12. https://doi.org/10.1016/j.biopha.2017.10.001
31. Ganeshpurkar A. Saluja AK. The pharmacological potential of rutin. Saudi Pharmaceut. J. 2017; 25: 149-64. https://doi.org/10.1016/j.jsps.2016.04.025
32. Lima VN. Oliveira-Tintino CD. Santos ES.Morais LP.Tintino SR. et al. Antimicrobial and enhancement of the antibiotic activity by phenolic compounds: Gallic acid, caffeic acid and pyrogallol. Microbial Pathogenesis. 2016; 99: 56-61. https://doi.org/10.1016/j.micpath.2016.08.004
33. Armutcu F. Akyol S.Ustunsoy S. Turan FF. Therapeutic potential of caffeic acid phenethyl ester and its anti-inflammatory and immunomodulatory effects. Experimental and Therapeutic Medicine. 2015; 9(5): 1582-8. https://doi.org/10.3892/etm.2015.2346
34. Naveed M. Hejazi V. Abbas M. Kamboh AA. Khan GJ. et al. Chlorogenic acid (CGA): A pharmacological review and call for further research. Biomedicine and Pharmacotherapy. 2018; 97: 67-74. https://doi.org/10.1016/j.biopha.2017.10.064
35. Du KZ. Li J. Guo X. Li Y. Chang YX. Quantitative analysis of phenolic acids and flavonoids in CuscutaChinensis Lam. by synchronous ultrasonic-assisted extraction with response surface methodology. Journal of Analytical Methods in Chemistry. 2018; 1: 1-10. https://doi.org/10.1155/2018/6796720
36. Cao Z. Ding Y. Cao L. Ding G. Wang Z. et al. Isochlorogenic acid C prevents enterovirus 71 infection via modulating redox homeostasis of glutathione. Sci Rep. 2017; 7(1): 1-10. https://doi.org/10.1038/s41598-017-16446-7
37. Wang J. Cao G. Wang H. Ye H. Zhong Y. et al. Characterization of isochlorogenic acid A metabolites in rats using high‐performance liquid chromatography/quadrupole time‐of‐flight mass spectrometry. Biomedical Chromatography. 2017; 31(8): 3927. https://doi.org/10.1002/bmc.3927
38. Tamura H.Akioka T. Ueno K.Chujyo T. Okazaki KI. et al. Anti‐human immunodeficiency virus activity of 3,4,5‐tricaffeoylquinic acid in cultured cells of lettuce leaves. Molecular Nutrition and Food Research. 2006; 50(4‐5): 396-400. https://doi.org/10.1002/mnfr.200500216
39. Dhanashri Aware. Sachin Rohane. A Role of Herbal Drug as an Immunity Booster during COVID-19 Pandemic. Asian Journal of Pharmaceutical Research. 2021; 11(3): 206-1. https://doi.org/10.52711/2231-5691.2021.00037