Abstract:
Four new 6E-hydroximinosteroids (1, 2a, 3 and 4) have been synthesized from the corresponding ketones, 2β,3β-dihydroxy-5α-cholestan-6-one (5), 2α,3α-dihydroxy-5α-cholestan-6-one (6), 2β,3α-dihydroxy-5α-cholestan-6-one (7) and 2β,3α- dihydroxy-5α-cholestan-6-one-disulfate (8). The cytotoxic activity of the steroidal oximes was evaluated against two prostate carcinoma cell lines (PC-3 and LNCaP) and compared with that of five polyhydroxylated sulfated analogs (8-12). Oxime 3 and trisulfated analog 11 were the most active compounds with IC50 values of 10.8 μM (PC-3) and 7.9 μM (LNCaP), respectively. © 2014 Elsevier Inc. All rights reserved.
Registro:
Documento: |
Artículo
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Título: | Synthesis and cytotoxic evaluation of four new 6E-hydroximinosteroids |
Autor: | Richmond, V.; Careaga, V.P.; Sacca, P.; Calvo, J.C.; Maier, M.S. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, 1428 Buenos Aires, Argentina IBYME (CONICET), Vuelta de Obligado 2490, 1428 Buenos Aires, Argentina
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Palabras clave: | Hydroximinosteroids; Prostate cancer; Sulfated steroids; Synthesis; 6e hydroximinosteroid; corticosteroid derivative; unclassified drug; 6E-hydroximinosteroid; steroid; article; cytotoxicity; drug synthesis; human; human cell; male; nonhuman; prostate carcinoma; drug screening; electrospray mass spectrometry; infrared spectroscopy; proton nuclear magnetic resonance; synthesis; tumor cell line; Cell Line, Tumor; Drug Screening Assays, Antitumor; Humans; Male; Proton Magnetic Resonance Spectroscopy; Spectrometry, Mass, Electrospray Ionization; Spectroscopy, Fourier Transform Infrared; Steroids |
Año: | 2014
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Volumen: | 84
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Página de inicio: | 7
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Página de fin: | 10
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DOI: |
http://dx.doi.org/10.1016/j.steroids.2014.03.001 |
Título revista: | Steroids
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Título revista abreviado: | Steroids
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ISSN: | 0039128X
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CODEN: | STEDA
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CAS: | 6E-hydroximinosteroid; Steroids
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v84_n_p7_Richmond |
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Citas:
---------- APA ----------
Richmond, V., Careaga, V.P., Sacca, P., Calvo, J.C. & Maier, M.S.
(2014)
. Synthesis and cytotoxic evaluation of four new 6E-hydroximinosteroids. Steroids, 84, 7-10.
http://dx.doi.org/10.1016/j.steroids.2014.03.001---------- CHICAGO ----------
Richmond, V., Careaga, V.P., Sacca, P., Calvo, J.C., Maier, M.S.
"Synthesis and cytotoxic evaluation of four new 6E-hydroximinosteroids"
. Steroids 84
(2014) : 7-10.
http://dx.doi.org/10.1016/j.steroids.2014.03.001---------- MLA ----------
Richmond, V., Careaga, V.P., Sacca, P., Calvo, J.C., Maier, M.S.
"Synthesis and cytotoxic evaluation of four new 6E-hydroximinosteroids"
. Steroids, vol. 84, 2014, pp. 7-10.
http://dx.doi.org/10.1016/j.steroids.2014.03.001---------- VANCOUVER ----------
Richmond, V., Careaga, V.P., Sacca, P., Calvo, J.C., Maier, M.S. Synthesis and cytotoxic evaluation of four new 6E-hydroximinosteroids. Steroids. 2014;84:7-10.
http://dx.doi.org/10.1016/j.steroids.2014.03.001