Chromatographic analysis and physicochemical evaluation of the essential oil of Bauhinia monandra Kurz flowers

Authors

DOI:

https://doi.org/10.33448/rsd-v9i8.5979

Keywords:

Chromatography; Essential oil; Genus Bauhinia.

Abstract

The study of chromatographic techniques, classical and modern, describes the simplicity and, at the same time, the advances that this area has undergone in recent years in quality scientific research and also in learning in undergraduate and postgraduate courses around the world. This paper investigate a characterization by thin layer chromatography (TLC) and gas chromatography coupled with mass spectrometry (GC-MS), as a method developed by graduate students that involve a combination of a classic and modern technique, as well as results about the physicochemical properties of the essential oil of Bauhinia monandra flower. Essential oil was extracted by Clevenger, the TLC was performed in different eluents and developers, and thus the retention factors (Rfs), and the chemical profile by GC-MS were obtained. The essential oil of the flowers showed a yield of 0.06%, positive solubility in ethanol 70%, refractive index of 1.3621, optical rotation of +36.4αD and relative density of 0.941 g mL-1 at 20 °C. In the TLC analysis 18 Rfs were observed after the use of different developers, with the predominant class of oxygenates compounds. In the GC-MS analysis, 7 compounds were observed, being two majorities, characterized as panaxene with 20.51% and the α-guaiene with 33.39%. The essential oil of B. monandra flower showed a predominance of 70.22% of sesquiterpenic compounds. The allied techniques, classic and modern, demonstrated different ways of evaluating the essential oil through its chemical composition, both techniques showed high efficiency and precision, in addition was an appropriate project developed by postgraduate students.

References

Adams, R. P. (2007). Identification of essential oil components by Gas Chromatography/Mass Spectrometry, Allured Publ. Corp., Carol Stream, IL.

Aderogba, M. A., Ogundaini, A. O., Eloff, J. N. (2006). Isolation of two flavonoids from Bauhinia monandra (Kurz) leaves and their antioxidative effects. African Journal Traditional, Complementary and Alternative Medicines, 3, 59-65.

Alarcón, M. E. T., Conde, C. G., & Méndez, G. L. (2019). Extraccíon, caracterización y actividad antioxidante del aceite esencial de Eucalyptus globulus Labill. Revista Cubana de Farmacia, 52, e266.

Alarcón, M. E. T., Conde, C. G., & Rueda, X. Y. (2017). Evaluación de la actividad antioxidante de aceite esencial de Myrcianthes leucoxyla. Revista Cubana de Farmacia, 51(1).

Alves, M. M., Pereira, A. M. S., Pereira, P. S., França, S. C., & Bertoni, B. W. (2011). Caracterização química de tinturas e extratos secos de plantas medicinais do Cerrado por cromatografia em camada delgada. Scientia Plena, 7.

Anoliefo, G. O., & Gill, L. S. (1992). Germination biology of Bauhinia monandra Kurz: Effect of chemical and growth performance in different soil types. Agricultural Research Journal of Kerala, 30, 6-10.

Araújo-Melo, R. O., Souza, I. F. A. C., Oliveira, C. V. J., Araújo, J. M., Sena, K. X. F. R., & Coelho, L. C. B. B. (2017). Isolation and identification of endophyte microorganisms from Bauhinia monandra leaves, mainly Actinobacteria. Biotechnology Journal International, 17, 1-12.

Behravan, J., Ramezani, M., Hassanzadeh, M. K., & Ebadi, S. (2007). Evaluation of antibacterial activity of the essential oils of Zataria multiflora, Carum copticum and Thymus vulgaris by a thin layer chromatography-bioautography method. Journal of Essential Oil Bearing Plants, 10, 259-264.

Bezerra-Silva, P. C., Albuquerque, B. N. L., Rocha, S. K. L., & Navarro, D. M. A. F. (2014). Voláteis das flores de pata-de-vaca (Bauhinia forficata Link.) por três métodos: Headspace, Hidrodestilação e Fluído Supercrítico. In: 54º Congresso Brasileiro de Química, 3 a 7 de novembro de 2014, Natal, Rio Grande do Norte, Brasil.

Bizzo, H. R., Hovell, A. M. C, & Rezende, C. M. (2009). Óleos essenciais no Brasil: Aspectos gerais, desenvolvimento e perspectivas. Química Nova, 32, 588-594.

Chiaradia, M. C., Collins, C. H., & Jardim, I. C. S. F. (2008). O estado da arte da cromatografia associada à espectrometria de massas acoplada à espectrometria de massas na análise de compostos em alimentos. Química Nova, 31, 623-636.

Collins, C. H., Braga, G. L., & Bonato, P. S. (2006). Fundamentos de Cromatografia. São Paulo: da Unicamp.

Da Silva, C. G. A., Collins, C. H. (2011). Aplicações de cromatografia líquida de alta eficiência para o estudo de poluentes orgânicos emergentes. Quimica Nova, 34, 665-676.

Da Silva, K. L., & Filho, V. C. (2002). Plantas do gênero Bauhinia: composição química e potencial farmacológico. Quimica Nova, 25, 449-454.

Da Silva, M. I., & De Oliveira, H. B. (2018). Desenvolvimento de software com orientações sobre o uso de plantas medicinais mais utilizadas do sul de Minas Gerais. Brazilian Applied Science Review, 2, 1104-1110.

Da Silva, K. L. C., Da Silva, M. M. C., De Moraes, M. M., Da Camara, C. A. G., Dos Santos, M. L., & Fagg, C. W. (2020). Chemical composition and acaricidal activity of essential oils from two species of the genus Bauhinia that occur in the Cerrado biome in Brazil. Journal of Essential Oil Research, 32, 23-31.

Dawan, P., Satarpai, T., Tuchinda P., Shiowatana, J., & Siripinyanond, A. (2017). A simple analytical platform based on thin-layer chromatography coupled with paper-based analytical device for determination of total capsaicinoids in chilli samples. Talanta, 162, 460-465.

De Almeida, M. C., Souza, L. G., Ferreira, D. A., Monte, F. J., Braz-Filho, R., & Lemos, T. L. (2015). Chemical composition of the essential oil and fixed oil Bauhinia pentandra (Bong.) D. Dietr. Pharmacognosy Magazine, 44, 362-364.

De Oliveira, V. B., Mezzomo, T. R., & De Moraes, E. F. (2018). Conhecimento e uso de plantas medicinais por usuários de unidades básicas de saúde na região de Colombo, PR. Revista Brasileira de Ciências da Saúde, 22, 57-64.

De Sousa, L. M., De Carvalho, J. L., Gois, R. W. S., Da Silva, H. C., Santiago, G. M. P., Lemos, T. L. G., Arriaga, A. M. C., Alves, P. B., De Matos, I. L., Militão, G. C. G., Da Silva, P. B. N., & Silva, T. G. (2016). Chemical composition, larvicidal and cytotoxic activities of the essential oils from two Bauhinia species. Records of Natural Products, 10, 341-348.

Duarte-Almeida, J. M., Negri, G., & Salatino, A. (2004). Volatile oils in leaves of Bauhinia (Fabaceae Caesalpinioideae). Biochemical and Systematics Ecology, 32, 747-753.

Fadel, O., Rodrigues, D. G., Girard, L., Bauduin, P., Rossignol-Castera, A., L’Hermitte, A., Gaillard, J-C., & Diat, O. (2018). Separation and identification of polar polyphenols in oily Formulation using high-performance thin-layer chromatography and mass spectroscopy techniques. Oilseeds & fats Crops and Lipids, 25, 1-8.

Fernandes, A. J. D., Ferreira, M. R. A., Randau, K. P., Souza, T. P., & Soares, L. A. L. (2012). Total flavonoids content in the raw material and aqueous extractives from Bauhinia monandra Kurz (Caesalpiniaceae). The Scientific World Journal, 1, 1-7.

Ghosh, S., Chatterjee, J. K., Chalkroborty, B., & Kundu, P. (2019). Estimation of beta carotene from fruit peel wastes by high performance thin layer chromatography. Journal of Pharmacognosy and Phytochemistry, 8, 2598-2600.

Gois, R. W. S., De Sousa, L. M., Lemos, T. L. G., Arriaga, A. M. C., Andrade-Neto, M., Santiago, G. M. P., Ferreira, Y. S., Alves, P. B., & Jesus, H. C. R. (2011). Chemical composition and larvicidal effects of essential oil from Bauhinia acuruana (Moric) against Aedes aegypti. Journal of Essential Oil Research, 23, 59-62.

Gramosa, N. V., De Freitas, J. V. B., Neto, M. N. L., Silveira, E. R., & Nunes, E. P. (2009). Volatile components of the essential oil from Bauhinia ungulata L. Journal of Essential Oil Research, 21, 495-496.

Jaramillo, B. E., Duarte, E., & Delgado, W. (2014). Bioactividad del aceite esencial de Ocimum micranthum Willd, recolectado en el departamento de Bolívar, Colombia. Revista Cubana de Plantas Medicinales, 19(2).

Kitson, F. G., Larsen, B. S., & MacEwn, C. N. Gas Chromatography and Mass Spectrometry – A Pratical Guide, Academic: London, 1996.

Lanças, F. M. (2009). A cromatografia líquida moderna e a espectrometria de massas: finalmente! compatíveis”? Scientia Chromatographica, 1, 35-61.

Lebot, V., & Legendre, L. (2016). Comparison of kava (Piper methysticum Forst.) varieties by UV absorbance of acetonic extracts and high-performance thin-layer chromatography. Journal of Food Composition and Analysis, 48, 25-33.

Li, Z., Bai, X., Ma, Q., Aisa, H. A., & Maiwulanjiang, M. (2019). Detection of antibacterial and antioxidant compounds in the essential oil of Schizonepeta annua (Pall.) Schischk. using high-performance thin-layer chromatography – direct bioautography and gas chromatography – quadrupole time-of-flight mass spectrometry. Journal of Planar Chromatography, 32, 359-364.

Liu, X., Ahlgren, S., Korthout, H. A. A. J., Salomé-Abarca, L. F., Bayona, L. M., Verpoorte, R., & Choi, Y. H. Broad range chemical profiling of natural deep eutectic solvent extracts using a high performance thin layer chromatography-based method. Journal of Chromatography A, 1532, 198-207.

Lucena, M. E., Contreras, M. E., Moreno, V. G., Rojas-Fermín, L., De Rojas, Y. C., Farjado, F. J. U., Carmona, J., & Torres, S. (2019). Composición y actividad antibacteriana del aceite esencial de Austroeupatorium inulifolium (Kunth.) King & Robinson (Asteraceae). Revista Cubana de Farmacia, 52(4), e369.

Medeiros, S. R. N. A. (2016). Chemical profile, antimicrobial activity, toxicity on Artemia salina and anti-acetylcholinesterase enzyme essential oil from Bauhinia ungulata L. (Fabaceae) leaves. Journal of Medicinal Plants Research, 29, 442–449.

Menezes, F. S., Minto, A. B. M., Ruela, H. S., Kuste, R. M., Sheridan, H., & Frankish, N. (2007). Hypoglycemic activity of two Brazilian Bauhinia species: Bauhinia forficata L. and Bauhinia monandra Kurz. Revista Brasileira de Farmacognosia, 17, 8-13.

Menezes Filho, A. C. P., & Castro, C. F. S. (2020). Caracterização química e atividades antioxidante e antifúngica do óleo essencial das flores de Cochlospermum regium Schrank. Revista Princípia, 1.

Méndez, G. L., Fortich, M. R. O., Torrenegra, M. E., & González, J. G. (2015). Extracción, caracterización y actividad antioxidante del aceite esencial de Plectranthus amboinicus L. Revista Cubana de Farmacia, 49, 708-718.

Nóbrega, J. S., Da Silva, F. A., Barroso, R. F., Crispim, D. L., & Oliveira, C. J. A. (2017). Avaliação do conhecimento etnobotânico e popular sobre o uso de plantas medicinais junto a alunos de graduação. Revista Brasileira de Gestão Ambiental, 11, 7-13.

Pereira, A. S., & Neto, F. R. A. (2000). Estado da arte da cromatografia gasosa de alta resolução e alta temperatura. Química Nova, 23, 370-379.

Pereira, A. S., Shitsuka, D. M., Parreira, F. J., & Shitsuka, R. (2018). Metodologia da pesquisa científica. 1ª Ed., UAB/NTE/UFSM, Universidade Federal de Santa Maria, RS, 2018. 119 p.

Accessed on: 29th, 2020. Available at: https://repositorio.ufsm.br/bitstream/handle/1/15824/Lic_Computacao_Metodologia-Pesquisa-Cientifica.pdf?sequence=1

Pitakpawasutthi, Y., Thitikornpong, W., Palanuvej, C., Ruangrungsi, N. (2016). Chlorogenic acid content, essential oil composition, and in vitro antioxidant activities of Chromolaena odorata leaves. Journal of Advanced Pharmaceutical Technology & Research, 7, 37-42.

Pombo, J. C. P., Ribeiro, E. R., Pinto, R. L., Da Silva, B. J. M. (2018). Efeito antimicrobiano e sinergístico de óleos essenciais sobre bactérias contaminantes de alimentos. Segurança Alimentar Nutricional, 25, 108-117.

Reynolds, R. C., O’Dell, C. A. (1992). A thin-layer and column chromatography experiment adapted for use in secondary schools. Journal Chemical Education, 69, 989-991.

Rivera, P. N., Paredes, E. A., Gómez, E. D., Lueckhoff, A., Almeida, G. A., Suarez, S. E. (2017). Composición química y actividad antimicrobiana del aceite esencial de los rizomas de Renealmia thyrsoidea (Ruiz & Pav) Poepp. & Eddl. (shiwanku muyu). Revista Cubana de Plantas Medicinales, 22(2).

Ruppel Jr., I. B., Cuneo, F. L, & Krause, J. G. (1971). Collumn and thin-layer chromatography. A combined experiment for the undergraduate organic laboratory. Journal of Chemical Education, 48, 635.

Santos, T. G., Rebelo, R. A., Dalmarco, E. M., Guedes, A., Gasper, A. L., Cruz, A. B., Schmit, A. P., Cruz, R. C. B., Steindel, M., & Nunes, R. K. (2012). Composição química e avaliação da atividade antimicrobiana do óleo essencial das folhas de Piper malacophyllum (C. Presl.) C. DC. Química Nova, 35, 477-481.

Sartorelli, P., Correa, D. S. (2007). Constituents of essential oil from Bauhinia forficata Link. Journal Essential Oil Research, 5, 468-469.

Sfecci, E., le Quémener, C., Audo, G., Lacour, T., Amade, P., & Mehiri, M. (2017). Caulerpenyne from Caulerpa taxifolina: a comparative study between CPC and classical chromatographic techniques. Phytochemistry Letters, 20, 406-409.

Sharma, N., Bhardwaj, R., Singh, B., & Kaur, S. (2013). Essential oil composition of Bauhinia variegata L. flowers. Word Journal of Pharmacy and Pharmaceutical Sciences, 2, 3604-3611.

Silva, R. S., Ribeiro, C. M. R., Borges, M. N., & Blois, G. S. O. (2009). Óleo essencial de limão no ensino da cromatografia em camada delgada. Química Nova, 32, 2234-2237.

Silva-Santos, A., Antunes, M. A. S., Bizzo, H. R., D’Avila, L. A., Souza-Santos, L. C., & Souza, R. C. (2008). Analysis of uses of essential oils and terpenics/terpenoids compounds by pharmaceutical industry through USPTO granted patents. Revista Brasileira de Plantas Medicinais, 10, 8-15.

Tahtah, Y., Wubshet, S. G., Kongstad, K. T., Heskes, A. H., Pateraki, I., Møller, B. L., Jäger, A. K., & Staer, D. (2016). High-resolution PTP1B inhibition profiling combined with high-performance liquid chromatography–high-resolution mass spectrometry–solid-phase extraction–nuclear magnetic resonance spectroscopy: Proof-of-concept and antidiabetic constituents in crude extract of Eremophila lucida. Fitoterapia, 110, 52-58.

Valle Jr., D. L., Puzon, J. J. M., Cabrera, E. C., & Rivera, W. L. (2016). Thin layer chromatography-bioautography and gas chromatography-mass spectrometry of antimicrobial leaf extracts from Philippine Piper betle L. against multidrug-resistant bacteria. Evidence-Based Complementary and Alternative Medicine, 1-7.

Yadav, R., Yadav, B. S., & Yadav, R. B. (2017). Phenolic profile and antioxidant activity of thermally processed sponge gourd (Luffa cylindrica) as studied by using high performance thin layer chromatography (HPTLC). International Journal of Food Properties, 20, 2096-2112.

Published

13/07/2020

How to Cite

MENEZES FILHO, A. C. P. de; ROMÃO, L. T. G.; REIS, E. B. dos; MALAQUIAS, K. da S.; CASTRO, C. F. de S.; MARCIONILIO, S. M. L. de O.; OLIVEIRA, M. S. Chromatographic analysis and physicochemical evaluation of the essential oil of Bauhinia monandra Kurz flowers. Research, Society and Development, [S. l.], v. 9, n. 8, p. e454985979, 2020. DOI: 10.33448/rsd-v9i8.5979. Disponível em: https://rsdjournal.org/index.php/rsd/article/view/5979. Acesso em: 16 apr. 2024.

Issue

Section

Agrarian and Biological Sciences