35 research outputs found

    Cytotoxic Derivatives Of Withanolides Isolated From The Leaves Of Acnistus Arborescens [derivados Citotóxicos De Vitanolidos Isolados Das Folhas De Acnistus Arborescens]

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    In view of anticancer activity of 7 β-acetoxywithanolide D (2) and 7β-16α-diacetoxywithonide D (3), isolated from the leaves of Acnistus arborescens (Solanaceae), five withanolide derivatives were obtained and their structures were determined by NMR, MS and IV data analysis. The in vitro anticancer activity of these derivatives was evaluated in a panel of cancer cell lines: human breast (BC-1), human lung (Lu1), human colon (Col2) and human oral epidermoid carcinoma (KB). Compounds 2a (acetylation of 2), 3b (oxidation of 3) and 2c (hydrogenation of 2) exhibited the highest anticancer activity against human lung cancer cells, with ED50 values of 0.19, 0.25 and 0.63 μg/mL, respectively.342237241Braz-Filho, R., (2010) Quim. Nova, 33, p. 229Lavie, D., Yarden, A., (1962) J. Chem. Soc., p. 2925Lavie, D., Greenfield, S., Glotter, E., (1966) J. Chem. Soc., p. 1753Glotter, E., (1991) Nat. Prod. Rep., 8, p. 415Kupchan, S.M., Anderson, W.K., Bollinger, P., Doskotch, R.W., Smith, R.M., Renauld, J.A.S., Schnoes, H.K., Smith, D.H., (1965) J. Am. Chem. Soc., 87, p. 5805Barata, L.E.S., Mors, W.B., Kirson, I., Lavie, D., (1970) An. Acad. Bras. Cienc., 42, p. 401Minguzzi, S., Barata, L.E.S., Shin, G.S., Chai, H.B., Park, E.J., Pezzuto, J.M., Cordell, G.A., (2002) Phytochemistry, 59, p. 635Veras, M.L., Bezerra, M.Z.B., Lemos, T.L.G., Uchoa, D.E.A., Braz-Filho, R., Chai, H.B., Cordell, G.A., Pessoa, O.D.L., (2004) J. Nat. Prod., 67, p. 710Veras, M.L., Bezerra, M.Z.B., Braz-Filho, R., Pessoa, O.D.L., Montenegro, R.C., Pessoa, C., Moraes, M.O., Lotufo, L.V.C., (2004) Planta Med., 67, p. 710Cordero, C.P., Morantes, S.J., Paez, A., Rincon, J., Aristizabal, F.A., (2009) Fitoterapia, 80, p. 364Manickam, M., Awasthi, S.B., Sinha-Bagchi, A., Sinha, S.C., Ray, A.B., (1996) Phytochemistry, 41, p. 981Manickam, M., Srivastava, A., Ray, A.B., (1998) Phytochemistry, 47, p. 1427Bratati, D., (2003) Fitoterapia, 74, p. 14Bhat, B.A., Dhar, K.L., Puri, S.C., Qurishi, M.A., Khajuria, A., Gupta, A., Qazi, G.N., (2005) Bioorg. Med. Chem., 13, p. 6672Nicotra, V.E., Gil, R.R., Vaccarini, C.E., Oberti, J.C., Burton, G., (2003) J. Nat. Prod., 66, p. 1471Nicotra, V.E., Ramacciotti, N.S., Gil, R.R., Oberti, J.C., Feresin, G.E., Guerrero, C.A., Baggio, R.F., Burton, G., (2006) J. Nat. Prod., 69, p. 783Nicotra, V.E., Gil, R.R., Oberti, J.C., Burton, G., (2007) J. Nat. Prod., 70, p. 808Maldonado, E., Torres, F.R., Martinez, M., Perez-Castorena, A.L., (2004) Planta Med., 70, p. 59Lan, Y.H., Chang, F.R., Pan, M.J., Wu, C.C., Wu, S.J., Chen, S.L., Wang, S.S., Wu, Y.C., (2009) Food Chem., 116, p. 462Maldonado, E., Amador, S., Martinez, M., Perez-Castorena, A.L., (2010) Steroids, 75, p. 346Choudhary, M.I., Shahwar, D., Parveen, Z., Jabbar, A., Ali, I., Rahman, A.U., (1995) Phytochemistry, 40, p. 1243Benjumea, D., Herrera, M., Abdala, S., Gutierrez-Luis, J., Quinones, W., Cardona, D., Torres, F., Echeverri, F., (2009) J. Ethnopharmacol., 123, p. 351Misico, R.I., Song, L.L., Veleiro, A.S., Cirigliano, A.M., Tettamanzi, M.C., Burton, G., Bonetto, G.M., Pezzuto, J.M., (2002) J. Nat. Prod., 65, p. 677Huang, C.F., Ma, L., Sun, L.J., Ali, M., Arfan, M., Liu, J.W., Hu, L.H., (2009) Chem. Biodivers., 6, p. 1415Pomilio, A.B., Falzoni, E.M., Vitale, A.A., (2008) Nat. Prod. Commun., 3, p. 593Silva, T.M.S., Camara, C.A., Freire, K.R.L., Silva, T.G., Agra, M.F., Bhattacharyya, J., (2008) J. Braz. Chem. Soc., 19, p. 1048Counsell, R.E., Klimstra, P.D., Colton, F.B., (1962) J. Org. Chem., 27, p. 248Likhitwitayawuid, K., Angerhofer, C.K., Cordell, G.A., Pezzuto, J.M., (1993) J. Nat. Prod., 56, p. 30Ito, A., Chai, H.B., Shin, Y.G., Mej, R.M., Gao, Q., Fairchild, C.R., Lane, K.E., Kinghorn, D., (2000) Tetrahedron, 56, p. 6401Pisha, E., Chai, H., Lee, I.-S., Chagwedera, T.E., Farnsworth, N.R., Cordell, G.A., Beecher, C.W.W., Pezzuto, J.M., (1995) Nature, 1, p. 1046Hwang, B.Y., Chai, H., Kardono, L.B.S., Riswan, S., Farnsworth, N.R., Cordell, G.A., Pezzuto, J.M., Kinghorn, A.D., (2003) Phytochemistry, 62, p. 19

    Preliminary safety evaluation and biochemical efficacy of a carum carvi extract: Results from a randomized, triple-blind, and placebo-controlled clinical trial

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    Carum carvi L. (Apiaceae) is known as caraway, and its derivatives find wide medicinal use for health purposes, including for gastrointestinal problems and obesity. Since there is inconsistency among the reports on the safety of this plant in humans, this research was aimed at assessing the safety of a characterized caraway aqueous extract (CAE) in a randomized, triple-blind, placebo-controlled study. Seventy, overweight and obese, healthy women were randomly assigned into placebo (n = 35) and plant extract (n = 35) groups. Participants received either 30 ml/day of CAE or placebo. Subjects were examined at baseline and after 12 weeks for changes in heart rate, blood pressure, urine test, 25-item blood chemistries, and general health status. No significant changes of blood pressure, heart rate, urine specific gravity, and serum blood tests were observed between the two groups before and after treatment. However, in the complete blood count test, red blood cell levels were significantly (p < 0.01) increased, and platelet distribution width was significantly decreased after the dietary CAE treatment, as compared with placebo. No negative changes were observed in the general health status of the two groups. This preliminary study suggests that the oral intake of CAE appears to be without any adverse effects at a dosage of 30 ml daily for a period of 12 weeks. Copyright © 2014 John Wiley & Sons, Ltd

    MICROSTEGIOL, A REARRANGED DITERPENE FROM SALVIA-MICROSTEGIA

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    Microstegiol, a diterpene with a new carbon skeleton, was isolated from Salvia microstegia. Determination of the carbon framework and substitution pattern of the isolate was made by series of selective INEPT, COSY and NOE experiments, which also permitted the unambiguous assignment of the C-13 NMR spectrum

    Spinonin, a novel glycoside from Ononis spinosa subsp. leiosperma

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    PubMed ID: 9182126The roots of Ononis spinosa subsp. leiosperma (Leguminosae) afforded a new glycoside, spinonin (1), possessing a novel skeleton, in addition to the known isoflavonoid glycoside, ononin [7ß(glucosyloxy)formononetin] (2) and the known pterocarpan, 7-demethoxy-7-D-(glucosyloxy)-homopterocarpin (3). The structure of the new isolate was elucidated by spectral methods including 1H and 13C NMR, COSY, APT, HETCOR, HMBC, NOESY, CD, FABMS, HRMS, EIMS, CIMS, and some chemical reactions. Spinonin was inactive against a number of human cancer cell lines and HIV-1 reverse transcriptase. The compounds 1 and 3 showed weak activity against Pseudomonas aeruginosa, whereas 2 was active against ß-hemolytic Streptococcus
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