Cytotoxic activity of casearborin c isolated from Casearia corymbosa
DOI:
https://doi.org/10.29356/jmcs.v62i3.370Keywords:
Salicaceae, Casearia corymbosa, cytotoxic activity, diterpenes, clerodanes, casearborin c.Abstract
Abstract. Casearborin c (1), syringic acid (2), ent-3β-hydroxy-(-)-13-epi-manoyl oxide (3), ent-(-)-13-epi-manoyl oxide (4), ent-(-)-kaur-16-en-19-oic acid (5), and γ-sitosterol (6) were isolated from Casearia corymbosa stem bark. Only casearborin c showed cytotoxic activity on HeLa and SiHa cancer cell lines. This work contributes to the description of three compounds (1-3) newly isolated from C. corymbosa and highlights that casearborin c, a clerodane-type diterpene, is responsible for the cytotoxic activity shown in the original methanol extract of this species.
Resumen. Casearborina c (1), ácido siríngico (2), óxido de ent-3β-hidroxi-(-)-13-epi-manoilo (3), óxido de ent-(-)-13-epi-manoilo (4), ácido ent-(-)-kaur-16-en-19-oico (5) y γ-sitosterol (6) se aislaron de la corteza del tallo de Casearia corymbosa. Sólo casearborina c mostró actividad citotóxica en las líneas de células cancerígenas HeLa y SiHa. Este trabajo describe tres compuestos (1-3) aislados por primera vez de C. corymbosa y destaca que casearborina c, un diterpeno de tipo clerodano, es responsable de la actividad citotóxica del extracto metanólico de esta especie.
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References
Balunas, M. J.; Kinghorn, A. D. Life Sci. 2005, 78, 431-441.
Newman, D. J.; Cragg, G. M. J. Nat. Prod. 2007, 70, 461-477.
Nee, M., in: Flora de Veracruz, Flacourtiaceae, Fasc. 111, 1999, 1-15.
http://www.mobot.org/MOBOT/research/APweb/, accessed August 2017.
Chatervedula, V. S. P.; Hoch, J. M.; Kingston, D. G. I. J. Nat. Prod. 2002, 65, 100-107.
Vieira Júnior, G. M.; De Oliveira Gonçalves, T.; Regasini, L. O.; Pinheiro Ferreira, P. M.; Do Ó Pessoa, C.; Costa Lotufo, L. V.; Buzanelli Torres, R.; Boralle, N.; Da Silva Bolzani, V.; Cavalheiro, A. J. J. Nat. Prod. 2009, 72, 1847-1850.
Gonzaga dos Santos, A.; Pinheiro Ferreira, P. M.; Vieira Júnior, G. M.; Perez, C. C.; Gomes Tininis, A.; Silva, G. H.; Da Silva Bolzani, V.; Costa Lotufo, L. V.; Do Ó Pessoa, C.; Cavalheiro, A. J. Chem. Biodiv. 2010, 7, 205-215.
http://www.cicy.mx/sitios/flora%20digital/indice_tax_especies.php?genero=Casearia, accessed August 2017.
Arellano Rodriguez, J.; Flores Guido, J.; Tun Garrido, J.; Cruz Bojorquez, M., in: Nomenclatura, Forma de Vida, Uso, Manejo y Distribución de las Especies Vegetales de la Península de Yucatán, Flacourtiaceae, Verbenaceae, Ed., Universidad Autónoma de Yucatán Press, México, 2003, 238, 601.
Khan, M. R.; Gray, A. I.; Sadler, I. H.; Waterman, P. G. Phytochemistry 1990, 29, 3591-3595.
Chen, T.-B.; Wiemer, D. F. J. Nat. Prod. 1991, 54, 1612-1618.
Caamal-Fuentes, E.; Torres-Tapia, L. W.; Simá-Polanco, P.; Peraza-Sánchez, S. R.; Moo-Puc, R. J. Ethnopharmacol. 2011, 135, 719-724.
Beutler, J. A.; McCall, K. L.; Herbert, K.; Herald, D. L.; Pettit, G. R.; Johnson, T.; Shoemaker, R. H.; Boyd, M. R. J. Nat. Prod. 2000, 63, 657-661.
Cho, J.-Y.; Yang, X.; Park, K.-H.; Park, H. J.; Park, S.-Y.; Moon, J.-H.; Ham, K.-S. Food Sci. Biotechnol. 2013, 22, 1547-1557.
Fraga, B. M.; González, P.; Guillermo, R.; Hernández, M. G.; Rovirosa, J. Phytochemistry 1989, 28, 1851-1854.
Demirezer, L. O.; Guvenalp, Z.; Kuruuzum-Uz, A; Kazaz, C. Chem. Nat. Compd. 2012, 48, 337-338.
González, A. G.; Fraga, M. B.; Hernández, M. G.; Luis, J. G. Phytochemistry 1973, 12, 1113-1116.
González, A. G.; Arteaga, J. M.; Bretón, J. L.; Fraga, B. M. Phytochemistry 1977, 16, 107-110.
Kenmoku, H.; Sugai, T.; Yajima, H.; Sassa, T. Biosci. Biotechnol. Biochem. 2004, 68, 2418-2420.
Kakuta, H.; Seki, T.; Hashidoko, Y.; Mizutani, J. Biosci. Biotechnol. Biochem. 1992, 56, 1562-1564.
Boeck, P.; Sá, M. M.; De Souza, B. S.; Cercená, R.; Escalante, A. M.; Zachino, S. A.; Filho, V. C.; Yunes, R. A. J. Braz. Chem. Soc. 2005, 16, 1360-1366.
Myant, N. B., in: The Biology of Cholesterol and Related Esteroids, Ed., William Heinenmann Medical Books Ltd, London, 1981, 3-4.
Abaza, M.-S.; Al-Attiyah, R.; Bhardwaj, R.; Abbadi, G.; Koyippally, M.; Afzal, M. Pharm. Biol. 2013, 51, 1110-1124.
Su, D.; Yang, X.-Y.; Feng, X.; Shang, M.-Y.; Cai S.-Q. Molecules 2014, 19, 18966- 18979.
Blumenthal, R. D., in: Methods in Molecular Medicine, Chemosensitivity, Vol. 1, Ed., Humana Press, Inc., Totowa, New Jersey, 2005, 39-48
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