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synthesis and antitumor activity of diterpenylhydroquinone derivatives of natural ent-labdanes合成与抗肿瘤活性diterpenylhydroquinone自然ent-labdanes的衍生品.pdf

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Molecules 2010, 15, 6502-6511; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /molecules Article Synthesis and Antitumor Activity of Diterpenylhydroquinone Derivatives of Natural Ent-Labdanes Luis Espinoza Catalán 1,*, Evelyn Baeza Maturana 1,3, Karen Catalán Marín 1, Mauricio Osorio Olivares 1, Héctor Carrasco Altamirano 2, Mauricio Cuellar Fritis 3 and Joan Villena García 4,* 1 Departamento de Química, Universidad Técnica Federico Santa María, Av. España N 1680, Valparaíso, Chile 2 Departamento de Ciencias Químicas, Universidad Andrés Bello, Campus Viña del Mar, Los Fresnos N 52, Viña del Mar, Chile 3 Facultad de Farmacia, Universidad de Valparaíso, Av. Gran Bretaña N 1093, Valparaíso, Chile 4 Facultad de Medicina, Universidad de Valparaíso, Av. Hontaneda N 2664, Centro Regional de Estudios en Alimentos Saludables (CREAS), Valparaíso, Chile * Authors to whom correspondence should be addressed; E-Mails: luis.espinozac@usm.cl (L.E.C.); juan.villena@uv.cl (J.V.G.). Received: 28 August 2010; in revised form: 8 September 2010 / Accepted: 15 September 2010 / Published: 17 September 2010 Abstract: Two new compounds 2β-acetoxy-15-phenyl-(22,25-acetoxy)-ent-labda-8(17), 13(E)-diene (9) and 2β-hydroxy-15-phenyl-(22,24,26-trimethoxy)-ent-labda-8(17),13(E)- diene (10) have been prepared by an Electrophilic Aromatic Substitution (EAS) reaction between diterpenyl allylic alcohols and 1,4-hydroquinone or 1,3,5-trimethoxybenzene using BF .Et O as a catalyst. These comp
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