Chemical variability of phenolic compounds in Phyllanthus niruri
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Abstract
Phyllanthus niruri L. has been used in folk medicine to treat hepatitis, diabetes, urinary tract disorders, and renal calculi. Here, the chemical differences among its organs and the seasonal chemical variability in the aerial parts were evaluated. The chromatographic profile and gallic acid, corilagin, and ellagic acid contents were determined by ultrahigh performance liquid chromatography with photodiode array ultraviolet (UHPLC-PDA/UV) method, which showed adequate resolution and a short analysis time. The contents of gallic acid, corilagin and ellagic acid in the leaf extract were 2.8, 6.7 and 7.9%, respectively, whilst their contents in the stem and root extracts were lower (< 0.2%). Thus, using the whole plant or aerial parts for herbal medicines can produce different biological responses. The chemical profile of the aerial parts showed only quantitative variation over 12 months. The seasonal content of gallic acid showed no correlation with monthly rainfall, but the contents of corilagin and ellagic acid were positively correlated with rainfall.
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Funding data
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Fundação de Amparo à Pesquisa do Estado de São Paulo
Grant numbers 2012/17470-7 -
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
Grant numbers Finance Code 001
References
Agência Nacional de Vigilância Brasileira (ANVISA). Resolução da Diretoria Colegiada RDC Nº 166, de 24 de julho de 2017. Dispõe sobre a validação de métodos analíticos e dá outras providências. Ministério da Saúde, 2017. http://antigo.anvisa.gov.br/documents/10181/2721567/RDC_166_2017_COMP.pdf/d5fb92b3-6c6b-4130-8670-4e3263763401 (accessed 2021-03-20).
Agência Nacional de Vigilância Brasileira (ANVISA). Resolução da Diretoria Colegiada - RDC Nº 298, de 12 de agosto de 2019. Dispõe sobre a aprovação da Farmacopeia Brasileira, 6ª edição. Ministério da Saúde, 2019. https://www.gov.br/anvisa/pt-br/assuntos/farmacopeia/farmacopeia-brasileira/arquivos/7984json-file-1 (accessed 2021-03-20)
Agência Nacional de Vigilância Brasileira (ANVISA). Formulário de Fitoterápicos: Farmacopeia Brasileira; ANVISA, 2021. https://www.gov.br/anvisa/pt-br/assuntos/farmacopeia/formulario-fitoterapico/arquivos/2021-fffb2-final-c-capa2.pdf (accessed 2021-03-20)
Asare, G.; Addo, P.; Bugyei, K.; Gyan, B.; Adjei, S.; Otu-Nyarko, L.; Wiredu, E.; Nyarko, A. Acute toxicity studies of aqueous leaf extract of Phyllanthus niruri. Interdiscip. Toxicol. 2011, 4 (4), 206–210. https://doi.org/10.2478/v10102-011-0031-9
Bagalkotkar, G.; Sagineedu, S. R.; Saad, M. S.; Stanslas, J. Phytochemicals from Phyllanthus niruri Linn. and their pharmacological properties: a review. J. Pharm. Pharmacol. 2006, 58 (12), 1559–1570. https://doi.org/10.1211/jpp.58.12.0001
Barros, M. E.; Lima, R.; Mercuri, L. P.; Matos, J. R.; Schor, N.; Boim, M. A. Effect of extract of Phyllanthus niruri on crystal deposition in experimental urolithiasis. Urol. Res. 2006, 34 (6), 351–357. https://doi.org/10.1007/s00240-006-0065-1
Carvalho, F. A.; Oda, F. B.; Crevelin, E. J.; Crotti, A. E. M.; Santos, A. G. Casearia sylvestris Essential Oil Degradation Products Generated by Leaf Processing. Chem. Biodivers. 2021, 18 (6), e2000880. https://doi.org/10.1002/cbdv.202000880
Colombo, R.; Batista, A. N. L.; Teles, H. L.; Silva, G. H.; Bomfim, G. C. C.; Burgos, R. C. R.; Cavalheiro, A. J.; Bolzani, V. S.; Silva, D. H. S.; Pelícia, C. R. Validated HPLC method for the standardization of Phyllanthus niruri (herb and commercial extracts) using corilagin as a phytochemical marker. Biomed. Chromatogr. 2009, 23 (6), 573–580. https://doi.org/10.1002/bmc.1155
Couto, A. G.; Kunzler, M. L.; Spaniol, B.; Magalhães, P. M.; Ortega, G. G.; Petrovick, P. R. Chemical and technological evaluation of the Phyllanthus niruri aerial parts as a function of cultivation and harvesting conditions. Rev. Bras. Farmacogn. 2013a, 23 (1), 36–43. https://doi.org/10.1590/S0102-695X2013005000002
Couto, A. G.; Kassuya, C. A. L.; Calixto, J. B.; Petrovick, P. R. Anti-inflammatory, antiallodynic effects and quantitative analysis of gallic acid in spray dried powders from Phyllanthus niruri leaves, stems, roots and whole plant. Rev. Bras. Farmacogn. 2013b, 23 (1), 124–131. https://doi.org/10.1590/S0102-695X2012005000133
Giribabu, N.; Rao, P. V.; Kumar, K. P.; Muniandy, S.; Rekha, S. S.; Salleh, N. Aqueous extract of Phyllanthus niruri leaves displays in vitro antioxidant activity and prevents the elevation of oxidative stress in the kidney of streptozotocin-induced diabetic male rats. Evid. Based Complement. Altern. Med. 2014, 2014, 834815 https://doi.org/10.1155/2014/834815
Gobbo-Neto, L.; Lopes, N. P. Plantas medicinais: fatores de influência no conteúdo de metabólitos secundários. Quim. Nova. 2007, 30 (2), 374–381. https://doi.org/10.1590/S0100-40422007000200026
Instituto Nacional de Meteorologia (INMET). Ministério da agricultura, pecuária e abastecimento. 2013. https://www.gov.br/agricultura/pt-br/assuntos/inmet?r=bdmep/bdmep (accessed 2013-01-15).
Kiazolu, J. B.; Intisar, A.; Zhang, L.; Wang, Y.; Zhang, R.; Wu, Z.; Zhang, W. Phytochemical screening and chemical variability in volatile oils of aerial parts of Morinda morindoides. Nat. Prod. Res. 2016, 30 (19), 2249–2252. https://doi.org/10.1080/14786419.2016.1154058
Klein-Júnior, L. C.; Silva, L. M.; Boeing, T.; Somensi, L. B.; Beber, A. P.; Rocha, J. A. R.; Henriques, A. T.; Andrade, S. F.; Cechinel-Filho, V. The Protective Potential of Phyllanthus niruri and Corilagin on Gastric Lesions Induced in Rodents by Different Harmful Agents. Planta Med. 2017, 83 (01/02), 30–39. https://doi.org/10.1055/s-0042-107356
Kumar, S.; Singh, A.; Bajpai, V.; Singh, B.; Kumar, B. Development of a UHPLC-MS/MS method for the quantitation of bioactive compounds in Phyllanthus species and its herbal formulations. J. Sep. Sci. 2017, 40 (17), 3422–3429. https://doi.org/10.1002/jssc.201601361
Markom, M.; Hasan, M.; Daud, W. R. W.; Singh, H.; Jahim, J. M. Extraction of hydrolysable tannins from Phyllanthus niruri Linn.: Effects of solvents and extraction methods. Sep. Purif. Technol. 2007, 52 (3), 487–496. https://doi.org/10.1016/j.seppur.2006.06.003
Moreira, J.; Klein-Júnior, L. C.; Cechinel Filho, V.; Campos-Buzzi, F. Anti-hyperalgesic activity of corilagin, a tannin isolated from Phyllanthus niruri L. (Euphorbiaceae). J. Ethnopharmacol. 2013, 146 (1), 318–323. https://doi.org/10.1016/j.jep.2012.12.052
Pathania, R.; Najda, A.; Chawla, P.; Kaushik, R.; Khan, M. A. Low-energy assisted sodium alginate stabilized Phyllanthus niruri extract nanoemulsion: Characterization, in vitro antioxidant and antimicrobial application. Biotechnol. Rep. 2022, 33, e00711. https://doi.org/10.1016/j.btre.2022.e00711
Rajamanickam, G.; Manju, S. L. Bio-guided isolation of anti-Alzheimer’s compounds from Phyllanthus niruri and role of niruriflavone in the reversal of aluminum chloride-induced neurobehavioral and biochemical changes in an animal model. Med. Chem. Res. 2022, 31 (10), 1740–1753. https://doi.org/10.1007/s00044-022-02944-5
Santos, A. R. S.; Valdir Filho, C.; Yunes, R. A.; Calixto, J. B. Analysis of the mechanisms underlying the antinociceptive effect of the extracts of plants from the genus Phyllanthus. Gen. Pharmac. 1995, 26 (7), 1499–1506. https://doi.org/10.1016/0306-3623(95)00030-5
Santos, S. C.; Costa, W. F.; Batista, F.; Santos, L. R.; Ferri, P. H.; Ferreira, H. D.; Seraphin, J. C. Seasonal variation in the content of tannins in barks of barbatimão species. Rev. Bras. Farmacogn. 2006, 16 (4), 552–556. https://doi.org/10.1590/S0102-695X2006000400019
Santos, R. M.; Oliveira, M. S.; Ferri, P. H.; Santos, S. C. Seasonal variation in the phenol content of Eugenia uniflora L. leaves. Rev. Bras. Plantas Med. 2011, 13 (11), 85–89. https://doi.org/10.1590/S1516-05722011000100013
Wang, M.; Cheng, H.; Li, Y.; Meng, L.; Zhao, G.; Mai, K. Herbs of the genus Phyllanthus in the treatment of chronic hepatitis B: observations with three preparations from different geographic sites. J. Lab. Clin. Med. 1995, 126 (4), 350–352.