Chemical characterization of a glycosylated cyanidin obtained from Kalanchoe laetivirens extracts and evaluation of its antimicrobial potential

Authors

DOI:

https://doi.org/10.33448/rsd-v10i14.21483

Keywords:

Medicinal plants; Cyanidin; Antimicrobial.

Abstract

The species Kalanchoe laetivirens is a succulent from tropical areas such as Africa and Asia. Due to the favorable climate, this plant was introduced in Brazil where it is used as a medicinal alternative for the treatment of diseases such as infections, inflammations, diarrhea and wound healing. The compounds present in this organism belong, for the most part, to the class of flavonoids with antioxidant, gastroprotective, antiulcer, kidney stones, bacterial and viral infections. Thus, the objective of this work was to investigate the chemical compounds present in crude extracts and their fractions, as well as to verify their antimicrobial potential. For this, the plant sample was subjected to extraction with 70% ethanol and then fractionated with hexane, chloroform and ethyl acetate. Such extracts were analyzed in high performance liquid chromatography coupled to a mass spectrometer to verify the ions present in the samples. 3,7-di-O-rhamnosyl-cyanidin was found to be a glycosylated cyanidin. Its antimicrobial activity was determined to be negative against the tested pathogens.

References

Allorge-Boiteaij, L. (1996). Madagascar centre de speciation et d'origine du genre Kalanchoe (Crassulaceae). Biogéographie de Madagascar, 137-145.

Behling, E. B., Sendão, M. C., Francescato, H. D., Antunes, L. M., & Bianchi, M. d. (2004). Flavonóide quercetina: aspectos gerais e ações biológicas. Alimentos e Nutrição Araraquara , pp. 285-292.

Campelo, K, B. F. (2014). Acompanhamento e execução paisagística em área residencial no município de Garanhuns. 70 f. TCC (Bacharelado em Agronomia) Universidade Federal Rural de Pernambuco, Garanhuns, Pernambuco.

Chaity, A. S., Nasrin, T., Ferdouse, K. J., Haque, M. F., Islam, M. A., Sikdar, B., et al. (2020). Antimicrobial Activity of Kalanchoe blossfeldiana and Paederia foetida Plant Leaves’ Extracts Against Some Selected Bacterial Strains. Recent Advances in Biology and Medicine .

Chibli, L. A., Rodrigues, K. C., Gasparetto, C. M., Pinto, N. C., Fabri, R. L., Sci, E., et al. (2014). Anti-inflammatory effects of Bryophyllum pinnatum (Lam.) Oken ethanol extract in acute and chronic cutaneous inflammation. Journal of Ethnopharmacology , pp. 330-338.

Colombo, R., Yariwake, J. H., & McCullagh, M. (2008). Study of C- and O-glycosylflavones in Sugarcane Extracts using Liquid Chromatography - Exact Mass Measurement Mass Spectrometry. Journal of the Brazilian Chemical Society , pp. 483-490.

Costa, A. C. de O. (2012). Caracterização e Quantificação de Marcadores Químicos do Extrato Hidroetanólico das Folhas de Kalanchoe brasiliensis Cambess. 123 f. Dissertação (Mestrado) – Programa de Pós-Graduação em Ciências Farmacêuticas da Universidade Federal do Rio Grande do Norte, Natal, Rio Grande do Norte.

do Nascimento, A. L., & Yara, r. (2015). Isolamento e caracterização de produtos bioativos extraídos de Ulomoides dermestoides (FAIRMAIRE, 1893). Conic XXIII, (p. 4).

Eid, O.; Ezzat, S.; Gonaid, M.; Choucry, M. (2018). Crassulaceae (chemistry and pharmacology) - A review. Future Journal of Pharmaceutical Sciences, v. 4, n. 2, p. 234–240.

Ferreira, G. M. (2018). Caracterização fitoquímica de frações enriquecidascom flavonoides e proantocianidinas por CLUE-DAD-ESI/EM de espécies medicinais do gênero Ouratea. Ouro Preto: Dissertação de Mestrado em Ciências Farmacêuticas da Universidade Federal de Ouro Preto.

Góraj-Koniarska, J., Stochmal, A., Oleszek, W., Mołdoch, J., & Saniewskil, M. (2015). Elicitation of anthocyanin production in roots of kalanchoe blossfeldiana by methyl jasmonate. Acta Biologica Cracoviensia Series Botanica , pp. 141-148.

Hertog, M. G., Hollman, P. C., & Katan, M. B. (1992). Content of potentially anticarcinogenic flavonoids of 28 vegetables and 9 fruits commonly consumed in the Netherlands. Journal of Agricultural and Food Chemistry , pp. 2379-2383.

Kaewpiboon, C.; Srisuttee, R.; Malilas, W.; Moon, J.; Kaowinn, S.; Cho, I.R.; Johnston, R.N.; Assavalapsakul, W.; Chung, Y.H. (2014). Extract of Bryophyllumlaetivirens reverses etoposide resistance in human lung A549 cancer cells by downregulation of NF-κB. Oncol Reports. 161-168.

Kolodziejczyk-Czepas, J.; Stochmal, A. (2017). Bufadienolides of Kalanchoe species: an overview of chemical structure, biological activity and prospects for pharmacological use. Phytochemistry Reviews, v. 16, n. 6, p. 1155-1171.

Liu, K. C., Shi-Lin, Y., Roberts, M. F., & Phillipson, J. D. (1989). Flavonol glycosides with acetyl substitution from kalanchoe gracilis. Phytochemzstry , pp. 2813-2818.

Mejía, M. A., Gallego, J. T., & Arango, V. (2014). Kalanchoe daigremontiana Raym.-Hamet. & H. and its potential use as a source of natural antioxidants and colorants. Revista Cubana de Plantas Medicinales , pp. 61-38.

Mendonça, C.J.S.M.; Ribeiro, D.G.; Pires, T.P.R.S.; Prazeres, G.M.P.; Maciel, A.P.; Silva, F.C. (2018) Perfil fitoquímico do extrato aquoso das folhas da planta aranto (Kalanchoe sp). In: 58° Congresso Brasileiro de Química. Disponível em: http://www.abq.org.br/cbq/2018/trabalhos/7/2037-16638.html. Acesso em 12 Mar. 2021.

Milad, R., El-Ahmady, S., Singab, A. (2014). N. Genus Kalanchoe (Crassulaceae): a review of its ethnomedicinal, botanical, chemical and pharmacologicalproperties. European Journal of Medicinal Plants, 86-104.

Nielsen, A. H., Olsen, C. E., & Møller, B. L. (2005). Flavonoids in flowers of 16 Kalanchoe blossfeldiana varieties. Phytochemistry , pp. 2829-2835.

Rice-Evans, C.A; Miller, N.J; Paganga, G. (1997) Antioxidant properties of phenolic compostos. Trends Plant Science. 2 (4): 152–159.

Saniewski, M., Horbowicz, M., Puchalski, J., & Ueda, J. (2003). Methyl jasmonate stimulates the formation and the accumulation of anthocyanin in Kalanchoe blossfeldiana. Acta PHYSIOLOGIAE PLANTARUM , pp. 143-149.

Santos, M. N. L.; Silva, M. N. S.; Silva, R. S.; Silva, M. T.; Lima, R. Q. (2020). O uso medicinal da Kalanchoe pinnata (Corama) no tratamento da gastrite / The medicinal use of Kalanchoe pinnata (Corama) in thetreatment of gastritis. Brazilian Journal of Health Review, v. 3, n. 6, p. 18133–18144.

Sousa Filho, L. N.; Albarello, J. B.; Cardozo, M. M.; Faita, M. R.; Santos, C. M. R. (2021). Reproductive biology of Kalanchoe laetivirens (Crassulaceae) in the edaphoclimatic conditions of Santa Catarina, Brazil. Research, Society and Development, v. 10, n. 1, p.1-13.

Stefanowicz-Hajduk, J.; Asztemborska, M.; Krauze-Baranowska, M.; Godlewska, S.; Gucwa, M.; Moniuszko-Szajwaj, B.; Stochmal, A.; Ochocka, R. (2020). Identification of Flavonoids and Bufadienolides and Cytotoxic Effects of Kalanchoe daigremontiana Extracts on Human Cancer Cell Lines. Planta Medica. 86.

Zhang, W., Curtin, C., Kikuchi, M., & Franco, C. (2002). Integration of jasmonic acid and light irradiation for enhancement of anthocyanin biosynthesis in Vitisvinifera suspension cultures. Plant Science , pp. 459-468.

Published

15/11/2021

How to Cite

FERREIRA, D. da S. .; SANTIAGO, P. A. L. .; RIBEIRO DE LIMA, B. .; SOARES, E. R. .; ALMEIDA, R. A. de .; CHRISTINE OHSE, K. .; CRUZ, A. de O. .; SANTIAGO, S. R. S. da S. . Chemical characterization of a glycosylated cyanidin obtained from Kalanchoe laetivirens extracts and evaluation of its antimicrobial potential. Research, Society and Development, [S. l.], v. 10, n. 14, p. e345101421483, 2021. DOI: 10.33448/rsd-v10i14.21483. Disponível em: https://rsdjournal.org/index.php/rsd/article/view/21483. Acesso em: 2 dec. 2024.

Issue

Section

Exact and Earth Sciences