Abstract:
(±)-S-Ethyl-[3,7,11]-trimethyl-10,11-epoxy-2E,6E-dien-1-yl]-thiolcarb onate (1) and 4-phenoxyphenoxy ethyl tetrahydropyranyl ether (2) were shown to be very active antireplicative agents against intracellular Trypanosoma cruzi amastigotes in in vitro assays. Both of them had previously presented high biological activity as growth inhibitors of the epimastigote form of the parasite.
Registro:
Documento: |
Artículo
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Título: | Biological evaluation of two potent inhibitors of Trypanosoma cruzi epimastigotes against the intracellular form of the parasite |
Autor: | Rodriguez, J.B.; Zhong, L.; Docampo, R.; Gros, E.G. |
Filiación: | Depto. de Quimica Orgánica, Fac. de Cie. Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, 1428 Buenos Aires, Argentina Dept. of Veterinary Pathobiology, College of Veterinary Medicine, Univ. of Illinois at Urbana-C., 2001 South Lincoln Avenue, Urbana, IL 61801, United States
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Palabras clave: | antiparasitic agent; animal cell; article; cell proliferation; controlled study; in vitro study; myoblast; nonhuman; trypanosoma cruzi; Animalia; Trypanosoma; Trypanosoma cruzi |
Año: | 1996
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Volumen: | 6
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Número: | 22
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Página de inicio: | 2783
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Página de fin: | 2786
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DOI: |
http://dx.doi.org/10.1016/S0960-894X(96)00517-3 |
Título revista: | Bioorganic and Medicinal Chemistry Letters
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Título revista abreviado: | BIOORG. MED. CHEM. LETT.
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ISSN: | 0960894X
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CODEN: | BMCLE
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0960894X_v6_n22_p2783_Rodriguez |
Referencias:
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- Schvartzapel, A.J., Fichera, L., Esteva, M., Rodriguez, J.B., Gros, E.G., (1995) Helv. Chim. Acta, 78, p. 1207
- Rodriguez, J.B., Gros, E.G., Stoka, A.M., (1991) Bioorg. Med. Chem. Lett., 1, p. 679
- Stoka, A.M., Rivas, C., Segura, E., Rodriguez, J.B., Gros, E.G., (1990) Z. Naturforsch., 45 B, p. 96
- Rodriguez, J.B., Gros, E.G., Stoka, A.M., (1988) Z. Naturforsch., 43 B, p. 1038
- Rodriguez, J.B., Gros, E.G., Stoka, A.M., (1989) Z. Naturforsch., 44 B, p. 983
- Perlawagora-Szumlewicz, A., Petana, W.P., Figueiredo, M.J., (1975) Rev. Inst. Med. Trop., 17, p. 97
- Fijisawa, T., Sato, T., Gotoh, Y., Kawashima, M., Kawara, T., (1982) Bull Chem Soc. Jpn., 55, p. 3555. , Selective data for compound 1: HPLC separation gave a relationship of 2.5:1 of epoxides mixture favored to the desired terminal epoxide as a colorless oil. 1 H NMR (200 MHz, CDCl 3 ) δ 5.37 (m, 1 H, H-2); 5.15 (m, 1 H, H-6); 4.73 (d, J = 7.2 Hz, 2 H, H-1); 2.88 (q, J = 7.4 Hz, 2 H, SCH 2 CH 3 ); 2.70 (t, J = 6.2 Hz, 1 H, H-2); 2.10 (m, 6 H, H-4, H-5 and H-8); 1.72 (s, 3 H, Me at C-3); 1.62 (s, 3 H, Me at C-7); 1.32 (t, J = 7.4 Hz, 3 H, SCH 2 CH 3 ); 1.31 (s, 3 H, Me at C-11); 1.27 (s, 3 H, Me at C-7). 13 C RMN δ 15.0 (SCH 2 CH 3 ), 16.0 (Me at C-7), 17.6 (Me at C-3), 18.8 (Me at C-11), 24.8 (C-12), 25.2 (SCH 2 CH 3 ), 26.1 (C-5), 27.4 (C-9), 36.3 (C-8), 39.4 (C-4), 58.0 (C-11), 63.6 (C-10), 63.9 (C-1), 117.6 (C-2), 124.0 (C-6), 134.4 (C-7), 142.9 (C-3), 170.8 (C=O)
- Johnstone, R., Rose, M., (1979) Tetrahedron, 35, p. 2169
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Citas:
---------- APA ----------
Rodriguez, J.B., Zhong, L., Docampo, R. & Gros, E.G.
(1996)
. Biological evaluation of two potent inhibitors of Trypanosoma cruzi epimastigotes against the intracellular form of the parasite. Bioorganic and Medicinal Chemistry Letters, 6(22), 2783-2786.
http://dx.doi.org/10.1016/S0960-894X(96)00517-3---------- CHICAGO ----------
Rodriguez, J.B., Zhong, L., Docampo, R., Gros, E.G.
"Biological evaluation of two potent inhibitors of Trypanosoma cruzi epimastigotes against the intracellular form of the parasite"
. Bioorganic and Medicinal Chemistry Letters 6, no. 22
(1996) : 2783-2786.
http://dx.doi.org/10.1016/S0960-894X(96)00517-3---------- MLA ----------
Rodriguez, J.B., Zhong, L., Docampo, R., Gros, E.G.
"Biological evaluation of two potent inhibitors of Trypanosoma cruzi epimastigotes against the intracellular form of the parasite"
. Bioorganic and Medicinal Chemistry Letters, vol. 6, no. 22, 1996, pp. 2783-2786.
http://dx.doi.org/10.1016/S0960-894X(96)00517-3---------- VANCOUVER ----------
Rodriguez, J.B., Zhong, L., Docampo, R., Gros, E.G. Biological evaluation of two potent inhibitors of Trypanosoma cruzi epimastigotes against the intracellular form of the parasite. BIOORG. MED. CHEM. LETT. 1996;6(22):2783-2786.
http://dx.doi.org/10.1016/S0960-894X(96)00517-3