Bioguided Identification Of Antifungal And Antiproliferative Compounds From The Brazilian Orchid Miltonia Flavescens Lindl

The Orchidaceae family is appreciated worldwide for the beauty of its flowers, and hundreds of species of this family occur in Brazil. Yet little is known about the potential of orchids for therapeutic application. We have investigated bioactive compounds produced by the South Brazilian orchid Miltonia flavescens Lindl. Bioguided studies with the fungus Cladosporium herbarum allowed the identification of hydrocinnamic acid as the active antifungal compound. In addition, the chloroform fraction exhibited an interesting activity against human cancer cells, and 5,7-dihydroxy-6,4′- dimethoxyflavone isolated from this fraction was found to be active against seven human cancer cell lines, including NCI/ADR-RES ovary sarcoma, with an IC50 value of 2:6 μg/mL. This is the first report on the cytostatic activity of this flavone against human ovary sarcoma. © 2014 Verlag der Zeitschrift für Naturforschung, Tübingen.69 C01/02/154652Aalinkeel, R., Nair, M.P.N., Sufrin, G., Mahajan, S.D., Chadha, K.C., Chawda, R.P., Gene expression of angiogenic factors correlates with metastatic potential of prostate cancer cells (2004) Cancer Res., 64, pp. 5311-5321Androutsopoulos, V.P., Mahale, S., Arroo, R.R., Potter, G., Anticancer effects of the flavonoid diosmetin on cell cycle progression and proliferation of MDA-MB 468 breast cancer cells due to CYP1 activation (2009) Oncol. Rep., 21, pp. 1525-1528Chulasiri, M., Bunyapraphatsara, N., Moongkarndi, P., Mutagenicity and antimutagenicity of hispidulin and hortensin, the flavonoids from Millingtonia hortensis L (1992) Environ. Mol. Mutagen., 20, pp. 307-312du Bois, A., Quinn, M., Thigpen, T., Consensus statements on the management of ovarian cancer. Final document of the 3rd International Gynecologic Cancer Intergroup Ovarian Cancer Consensus Conference OCCC gCig (2004) Ann Oncol., 16, pp. 7-12Horie, T., Otsuru, Y., Shibata, K., Yamashita, K., Tsukayama, M., Kawamura, Y., 13C NMR spectral assignment of the A-ring of polyoxygenated flavones (1998) Phytochemistry, 47, pp. 865-874Hyun, L.I.M., Anti-inflammatory activity of pectolinarigenin and pectolinarin isolated from Cirsium chanroenicum (2008) Biol. Pharm. Bull., 31, pp. 2063-2067Kaiser, R.A.J., Bioactive volatile compounds from plants (1993) ACS Symp. Ser., 525, pp. 240-268Lim, D.Y., Jeong, Y., Tyner, A.L., Park, J.H.Y., Induction of cell cycle arrest and apoptosis in HT-29 human colon cancer cells by the dietary compound luteolin (2007) Am. J. Physiol. Gastrointest. Liver Physiol., 292, pp. 66-75Liu, S., Zhang, J., Li, D., Liu, W., Luo, X., Zhang, R., Li, L., Zhao, J., Antiproliferative activity and quantitative analysis of flavone of Cirsium japonicum DC (2007) J. Nat. Prod. Res., 21, pp. 915-922Lüning, B., Studies on Orchidaceae alkaloids I. Screening of species for alkaloids I (1964) Acta Chem. Scand., 18, pp. 1507-1516Mak, P., Leung, Y.K., Tang, W.Y., Harwood, C., Ho, S., Apigenin suppresses cancer cell growth through ERb (2006) Neoplasia, 8, pp. 896-904Mao, S., Lee, S.J., Hoon, H., Kim, Y.W., Park, K.H., Cha, G.K., Park, R.D., Kim, Y.K., Isolation and characterization of antifungal compounds from Burkholderia sp. culture broth (2006) Curr. Microbiol., 53, pp. 358-364Monks, A., Scudiero, D., Skehan, P., Shoemaker, R., Paull, K., Vistica, D., Hose, C., Boyd, M., Feasibility of a high-flux antiproliferative drug screen using a diverse panel of cultured human tumor cell lines (1991) J. Natl. Cancer Inst., 83, pp. 757-766Roush, W.R., Total synthesis of (_)-dendrobine (1980) J. Am. Chem. Soc., 102, pp. 1390-1404Suttleworth, F.S., Zim, H.S., Dillon, G.W., (1991) Orquídeas-Guia dos Orquidófilos, , 3rd ed, Expressão e Cultura, Rio de Janeiro, BrazilUeda, H., Yamazaki, C., Yamazaki, M., Inhibitory effect of perilla leaf extract and luteolin on mouse skin tumor promotion (2003) Biol. Pharm. Bull., 26, pp. 560-563Vayalil, P.K., Mittal, A., Katiyar, S.K., Proanthocyanidins from grape seeds inhibit expression of matrix metalloproteinases in human prostate carcinoma cells, which is associated with the inhibition of activation of MAPK and NF kappa B (2004) Carcinogenesis, 25, pp. 987-995Vijayababu, M.R., Arunkumar, A., Kanagaraj, P., Venkataraman, P., Krishnamoorthy, G., Arunakaran, J., Quercetin downregulates matrix metalloproteinases 2 and 9 proteins expression in prostate cancer cells (PC-3) (2006) Mol. Cell. Biochem., 287, pp. 109-116Yoshimizu, N., Otani, Y., Saikawa, Y., Kubota, T., Yoshida, M., Furukawa, T., Anti-tumour effects of nobiletin, a citrus flavonoid, on gastric cancer include: Antiproliferative effects, induction of apoptosis and cell cycle deregulation (2004) Aliment. Pharmacol. Ther., 20, pp. 95-10

Chemical Study And Antiproliferative, Trypanocidal And Leishmanicidal Activities Of Maxillaria Picta [estudo Químico E Atividades Antiproliferativa, Tripanocida E Leishmanicida De Maxillaria Picta]

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