SYNTHESIS AND CHARACTERIZATION OF NEW PODOPHYLLOTOXIN DERIVATIVE

Autor: Amalyn Nain-Pérez, José A. Abad-Reyes, Carolina Santiago-Dugarte, Diego Rodríguez-Hernández
Jazyk: Spanish; Castilian
Rok vydání: 2014
Předmět:
Zdroj: Avances en Ciencias e Ingeniería, Vol 5, Iss 4, Pp 57-66 (2014)
Druh dokumentu: article
ISSN: 0718-8706
Popis: In this paper, the synthesis and the spectroscopic study for the characterization of a new podophyllotoxin derivate is described. Podophyllotoxin 1 was isolated from the commercial resin of Podophyllum emodi W., that was used as starting material. Podophyllotoxin 1 was transformed into Podophyllotoxone 7 by an oxidation reaction. Then, 7 was treated with a mixture of t-BuOH/t-BuO-K+/H2O (95:4:5), resulting in methyl 8’-methoxy-7’-(3’,4’,5’-trimethoxiphenyl)-8-metilnafto[4,5]dioxo-8-carboxylate (8). Both the intermediate and the product were purified and characterized by a detailed analysis from the infrared and nuclear magnetic resonance spectrums (one and two dimensional). Additionally, a possible unknown mechanism of the derivative 8 is described in the literature. In addition, the compound 8 complies with the rules established by Lipinsky and Veber.
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