Artículo
Garrido Santos, G.A.; Murray, A.P.; Pujol, C.A.; Damonte, E.B.; Maier, M.S. "Synthesis and antiviral activity of sulfated and acetylated derivatives of 2β,3α-dihydroxy-5α-cholestane" (2003) Steroids. 68(2):125-132
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Abstract:
Five new steroid sulfates, sodium 2β,3α-dihydroxy-5α-cholestane 3-sulfate (6), sodium 2β,3α-dihydroxy-5α-cholestane 2-sulfate (7), disodium 2β,3α-dihydroxy-5α-cholestane disulfate (8), sodium 3α-acetoxy-2β-hydroxy-5α-cholestane 2-sulfate (12), and sodium 2β-acetoxy-3α-hydroxy-5α-cholestane 3-sulfate (13), have been synthesized starting from 3β-hydroxy-5α-cholestane (1). The synthetic steroids were completely characterized by one-dimensional and two-dimensional NMR and FABMS spectra. Sulfation was performed using triethylamine-sulfur trioxide complex in dimethylformamide as the sulfating agent. The sulfated steroids were comparatively evaluated for their inhibitory effect on the replication of herpes simplex virus type 2 (HSV-2). Compounds 7 and 8 were the most effective in their inhibitory action against HSV-2. The disulfated steroid 8 also proved to be active against DEN-2 and JV. © 2002 Elsevier Science Inc. All rights reserved.
Registro:
| Documento: | Artículo |
| Título: | Synthesis and antiviral activity of sulfated and acetylated derivatives of 2β,3α-dihydroxy-5α-cholestane |
| Autor: | Garrido Santos, G.A.; Murray, A.P.; Pujol, C.A.; Damonte, E.B.; Maier, M.S. |
| Filiación: | Depto. de Quím. Orgán., Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, 1428 Buenos Aires, Argentina Departamento de Química, Universidad Nacional del Sur, Avda. Alem 1253, 8000 Bahia Blanca, Buenos Aires, Argentina Depto. de Quím. Biol., Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, 1428 Buenos Aires, Argentina |
| Palabras clave: | Antiviral activity; Sulfated steroids; Synthesis; antivirus agent; cholestane derivative; disodium 2beta,3alpha dihydroxy 5alpha cholestane disulfate; n,n dimethylformamide; sodium 2beta acetoxy 3alpha hydroxy 5alpha cholestane 3 sulfate; sodium 2beta,3alpha dihydroxy 5alpha cholestane 2 sulfate; sodium 2beta,3alpha dihydroxy 5alpha cholestane 3 sulfate; sodium 3alpha acetoxy 2beta hydroxy 5alpha cholestane 2 sulfate; steroid; sulfur derivative; unclassified drug; acetylation; animal cell; antiviral activity; article; controlled study; Dengue virus; drug efficacy; drug screening; drug synthesis; Herpes simplex virus 2; Junin virus; nonhuman; nuclear magnetic resonance; spectroscopy; sulfation; virus inhibition; virus replication; Human herpesvirus 2; Simplexvirus |
| Año: | 2003 |
| Volumen: | 68 |
| Número: | 2 |
| Página de inicio: | 125 |
| Página de fin: | 132 |
| DOI: | http://dx.doi.org/10.1016/S0039-128X(02)00166-6 |
| Título revista: | Steroids |
| Título revista abreviado: | Steroids |
| ISSN: | 0039128X |
| CODEN: | STEDA |
| CAS: | n,n dimethylformamide, 68-12-2 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v68_n2_p125_GarridoSantos |
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Citas:
---------- APA ----------
Garrido Santos, G.A., Murray, A.P., Pujol, C.A., Damonte, E.B. & Maier, M.S. (2003) . Synthesis and antiviral activity of sulfated and acetylated derivatives of 2β,3α-dihydroxy-5α-cholestane. Steroids, 68(2), 125-132.http://dx.doi.org/10.1016/S0039-128X(02)00166-6
---------- CHICAGO ----------
Garrido Santos, G.A., Murray, A.P., Pujol, C.A., Damonte, E.B., Maier, M.S. "Synthesis and antiviral activity of sulfated and acetylated derivatives of 2β,3α-dihydroxy-5α-cholestane" . Steroids 68, no. 2 (2003) : 125-132.http://dx.doi.org/10.1016/S0039-128X(02)00166-6
---------- MLA ----------
Garrido Santos, G.A., Murray, A.P., Pujol, C.A., Damonte, E.B., Maier, M.S. "Synthesis and antiviral activity of sulfated and acetylated derivatives of 2β,3α-dihydroxy-5α-cholestane" . Steroids, vol. 68, no. 2, 2003, pp. 125-132.http://dx.doi.org/10.1016/S0039-128X(02)00166-6
---------- VANCOUVER ----------
Garrido Santos, G.A., Murray, A.P., Pujol, C.A., Damonte, E.B., Maier, M.S. Synthesis and antiviral activity of sulfated and acetylated derivatives of 2β,3α-dihydroxy-5α-cholestane. Steroids. 2003;68(2):125-132.http://dx.doi.org/10.1016/S0039-128X(02)00166-6
