Two New Hydronaphthoquinones From Sinningia Aggregata (gesneriaceae) And Cytotoxic Activity Of Aggregatin D

Two new hydronaphthoquinones, aggregatins E and F (1 and 2, resp.) were isolated from the tubers of Sinningia aggregata (KER-GAWL.) WIEHLER (Gesneriaceae), along with twelve known compounds aggregatin D (3), tectoquinone (4), 1-hydroxy-2-methylanthraquinone (5), icosyl ferulate (6), pustuline (7), 1,6-dihydroxy-2-methylanthranquinone (8), 6-hydroxy-2-methylanthraquinone (9), 7-hydroxy-2-methylanthraquinone (10), tyrosol (11), halleridone (12), calceolarioside B (13), and cornoside (14). All compounds were identified by analysis of spectroscopic and spectrometric data. Compounds 3, 4, and 10 had already been reported in this species. Compounds 2 and 3 were evaluated against several tumor cell lines, but only 3 exhibited activities against UACC-62, 786-0 and OVCAR-3 cell lines, with IC50 values of 12.3, 12.8 and 0.3 μg/ml, respectively, without toxic effects on non-cancer cell line HaCat (human keratinocyte).121148152Chautems, A., Lopes, T.C.C., Peixoto, M., Rossini, J., (2010) Candollea, 65, p. 241Araujo, A.O., Chautems, A., (2013) Lista de Espécies Da Flora Do Brasil, , http://floradobrasil.jbrj.gov.br/jabot/floradobrasil/FB119, Ed. Jardim Botânico do Rio de Janeiro, Rio de JaneiroAraujo, A.O., Souza, V.C., Chautems, A., (2005) Rev. Brasil. Bot., 28, p. 109Stefanello, M.E.A., Cervi, A.C., Wisniewski, A., Jr., (2005) Rev. Braz. Pharmacogn., 15, p. 331Verdan, M.H., Barison, A., De Sá, E.L., Salvador, M.J., Poliquesi, C.B., Eberlin, M.N., Stefanello, M.É.A., (2010) J. Nat. Prod., 73, p. 1434Moreira, R.Y.O., Arruda, M.S.P., Arruda, A.C., Santos, L.S., Müller, A.H., Guilhon, G.M.S.P., Santos, A.S., Terezo, E., (2006) Rev. Braz. Pharmacogn., 16, p. 392Inoue, K., Ueda, S., Nayeshiro, H., Inouye, H., (1983) Phytochemistry, 22, p. 737Kawasaki, Y., Goda, Y., Yoshihira, K., (1992) Chem. Pharm. Bull., 40, p. 1504Montoya, S.C.N., Agnese, A.M., Cabrera, J.L., (2006) J. Nat. Prod., 69, p. 801Borroto, J., Coll, J., Rivas, M., Blanco, M., Concepción, O., Tandrón, Y.A., Hermández, M., Trujillo, R., (2008) Plant Cell Tiss. Organ. Cult., 94, p. 181Akhtar, M.S., Ali, M., Madhurima, Mir, S.R., Singh, O., (2006) Indian J. Chem, Sect. B, 45, p. 1945Kawasaki, Y., Goda, Y., Yoshihira, K., Noguchi, H., (1990) Shoyakugaku Zasshi, 44, p. 95Capasso, R., Cristinzio, G., Evidente, A., Scognamiglio, F., (1992) Phytochemistry, 31, p. 4125Messana, I., Sperandei, M., Multari, G., Galeffi, C., Marini Bettolo, G.B., (1984) Phytochemistry, 23, p. 2617Damtoft, S., Jensen, S.R., (1994) Phytochemistry, 37, p. 441Yamamoto, H., Hori, M., Kuwajima, H., Inoue, K., (2003) Planta, 216, p. 432Skehan, P., Storeng, R., Scudiero, D., Monks, A., McMahon, J., Vistica, D., Warren, J.T., Boyd, M.R., (1990) J. Natl. Cancer Inst., 82, p. 110