Toxicity to sea urchin egg development of the quinone fraction obtained from Auxemma oncocalyx

Auxemma oncocalyx Taub. belongs to the Boraginaceae family and is native to the Brazilian northeast where it is known as "pau-branco". We investigated the ability of the water soluble fraction isolated from the heartwood of A. oncocalyx to inhibit sea urchin egg development. This fraction contains about 80% oncocalyxone A (quinone fraction), a compound known to possess strong cytotoxic and antitumor activities. In fact, the quinone fraction inhibited cleavage in a dose-dependent manner [IC50 of 18.4 (12.4-27.2) µg/ml, N = 6], and destroyed the embryos in the blastula stage [IC50 of 16.2 (13.7-19.2) µg/ml, N = 6]. We suggest that this activity is due to the presence of oncocalyxone A. In fact, these quinones present in A. oncocalyx extract have strong toxicity related to their antimitotic activity

Antiophidic Solanidane Steroidal Alkaloids From Solanum Campaniforme

Three new solanidane alkaloids bearing a 22,23-epoxy ring (1-3) and four known compounds were isolated from leaves of Solanum campaniforme. The structures were determined using spectroscopic techniques, including 1Dand 2D NMR, and HRESIMS experiments. The antiophidic activity of the alkaloids was tested against Bothrops pauloensis venom. Compounds 1-3 completely inhibited myotoxicity without inhibiting phospholipase A 2 activity of the venom, while hemorrhage and skin necrosis were significantly reduced in the presence of alkaloids 1 and 2. © 2011 The American Chemical Society and American Society of Pharmacognosy.741021682173Wink, M., (2003) Phytochemistry, 64, pp. 3-19Nino, J., Correa, Y.M., Mosquera, O.M., (2009) Pharm. Biol., 47, pp. 255-259Ikeda, T., Tsumagari, H., Honbu, T., Nohara, T., (2003) Biol. Pharm. Bull., 26, pp. 1198-1201Kodoru, S., Grierson, D.S., Van De Venter, M., Afolayan, A.J., (2007) Pharm. Biol., 45, pp. 613-618Sun, L., Zhao, Y., Li, X., Yuan, H., Cheng, A., Lou, H., (2010) Toxicol. in Vitro, 24, pp. 1504-151Emmanuel, S., Ignacimuthu, S., Perumalsamy, R., Amalraj, T., (2006) Fitoterapia, 77, pp. 611-612Pandurangan, A., Khosa, R.L., Hemalatha, S., (2010) J. Asian Nat. Prod. Res., 12, pp. 691-695Fenner, R., Betti, A.H., Mentz, L.A., Rates, S.M.K., (2006) Rev. Bras. Cienc. Farm., 42, pp. 369-394Harrison, R.A., Hargreaves, A., Wagstaff, S.C., Faragher, B., Lalloo, D.G., (2009) PLoS Negl. Trop. Dis., 3, p. 569Mors, W.B., Nascimento, M.C., Pereira, B.M.R., Pereira, N.A., (2000) Phytochemistry, 55, pp. 627-642Correa-Netto, C., Teixeira-Araujo, R., Aguiar, A.S., Melgarejo, A.R., De-Simone, S.G., Soares, M.R., Foguel, D., Zingali, R.B., (2010) Toxicon, 55, pp. 1222-1235Gutiérrez, J.M., Rucavado, A., Chaves, F., Díaz, C., Escalante, T., (2009) Toxicon, 54, pp. 958-975Caron, E.J., Manock, S.R., Maudlin, J., Koleski, J., Theakston, R.D., Warrell, D.A., Smalligan, R.D., (2009) Toxicon, 54, pp. 779-83Cotrim, C.A., De Oliveira, S.C., Diz Filho, E.B., Fonseca, F.V., Baldissera, Jr.L., Antunes, E., Ximenes, R.M., Toyama, M.H., (2011) Chem. Biol. Interact., 15, pp. 9-16Lomonte, B., León, G., Angulo, Y., Rucavado, A., Núñez, V., (2009) Toxicon, 54, pp. 1012-1028Coelho, R.M., Souza, M.C., Giotto, M.H.S., (1998) Phytochemistry, 49, pp. 893-897Lawson, D.R., Green, T.P., Haynes, L.W., Miller, A.R., (1997) J. Agric. Food Chem., 45, pp. 4122-4126Chiesa, F.A.F., Moyna, P., Alcaloides Esteroidales (2004) Farmacognosia: Da Planta Ao Medicamento, pp. 869-883. , In, 5 th ed. Simões, C. M. O. Schenkel, E. P. Gosmann, G. Mello, J. C. P. Mentz, L. A. Petrovick, P. R. Ed.a da UFRGS: Porto AlegreDraper, R.W., Puar, M.S., Vater, E.J., McPhail, A.T., (1998) Steroids, 63, pp. 135-140Jiang, Z.H., Wang, J.R., Li, M., Liu, Z.Q., Chau, K.Y., Zhao, C., Liu, L., (2005) J. Nat. Prod., 68, pp. 397-399Daneluttea, A.P., Costantina, M.B., Delgadob, G.E., Braz-Filho, R., Kato, M.J., (2005) J. Braz. Chem. Soc., 16, pp. 1425-1430Slimestad, R., Fossen, T., Verheul, M.J., (2008) J. Agric. Food Chem., 56, pp. 2436-2441Friedman, M., Lee, K.-R., Kim, H.-J., Lee, I.-S., Kozukue, N., (2005) J. Agric. Food Chem., 53, pp. 6162-6169Milner, S.E., Brunton, N.P., Jones, P.W., Brien, N.M.O., Collins, S.G., Maguire, A.R., (2011) J. Agric. Food Chem., 59, pp. 3454-3484Corrêa, L.C., Marchi-Salvador, D.P., Cintra, A.C.O., Sampaio, S.V., Soares, A.M., Fontes, M.R.M., (2008) Biochim. Biophys. Acta, 1784, pp. 591-599Cintra-Francischinelli, M., Pizzo, P., Angulo, Y., Gutiérrez, J.M., Montecucco, C., Lomonte, B., (2010) Toxicon, 55, pp. 590-596Montecucco, C., Ornella, R., Caccin, P., Rigoni, M., Carli, L., Morbiato, L., Muraro, L., Paoli, M., (2009) Toxicon, 54, pp. 561-564Fernandes, C.A., Marchi-Salvador, D.P., Salvador, G.M., Silva, M.C., Costa, T.R., Soares, A.M., Fontes, M.R., (2010) J. Struct. Biol., 171, pp. 31-43Silva, J.O., Fernandes, R.S., Ticli, F.K., Oliveira, C.Z., Mazzi, M.V., Franco, J.J., Giuliatti, S., Sampaio, S.V., (2007) Toxicon, 50, pp. 283-291Esmeraldino, L.E., Souza, A.M., Sampaio, S.V., (2005) Phytomedicine, 12, pp. 570-57