RESUMEN
Emodin reduction to emodin anthrone comprise one of three process steps involved in the hypericin synthesis, a powerful natural photosensitiser found in plants of the genus Hypericum. In this communication, an optimized protocol was established for emodin reduction enabling an efficient multigram preparation of emodin anthrone. A screening of reducing agent (SnCl2·2H2O and HClconc) under different reaction times was employed in micro-scale and monitored by electronic absorption spectroscopy technique. Data showed lower yields of emodin anthrone when some experimental conditions previously described in the literature were reproduce. However, using the optimized protocol for the emodin reduction these yields were overcoming, and a gram-scale supply experiment was reproducible for the preparation of 10 grams of emodin anthrone with excellent yield.
Asunto(s)
Emodina/análogos & derivados , Emodina/química , Hypericum/química , Perileno/análogos & derivados , Antracenos , Antraquinonas/química , Emodina/síntesis química , Perileno/síntesis química , Fármacos Sensibilizantes a Radiaciones/síntesis química , Sustancias ReductorasRESUMEN
The synthesis of tetrakis (1,1-dimethyl-2-trimethylammonium)ethylphthalocyaninato Zn(II) tetraiodide 2--a new cationic phthalocyanine--is reported as well as its photophysical properties in water, relevant for the use of this dye as photodynamic sensitizer. The hydrophobicity of the macrocycle leads to strong aggregation which lowers the fluorescence and singlet oxygen quantum yields of aqueous solutions of 2. Photophysical parameters agree with those of other Zn phthalocyanines when correction is performed for the fraction of light absorbed by the monomer.
Asunto(s)
Colorantes Fluorescentes/química , Indoles/química , Compuestos Organometálicos/química , Fármacos Sensibilizantes a Radiaciones/química , Cationes , Dimerización , Fluorescencia , Colorantes Fluorescentes/síntesis química , Indoles/síntesis química , Isoindoles , Estructura Molecular , Compuestos Organometálicos/síntesis química , Oxígeno/metabolismo , Fármacos Sensibilizantes a Radiaciones/síntesis química , Oxígeno Singlete , Solubilidad , Agua , ZincRESUMEN
The synthesis of various substituted nitroimidazoles with lipophilic and hydrophilic side chains as potential radiosensitizing agents is described. The starting material employed was 4(5)-nitroimidazole, which was alkylated via the sodium salt with various chloro-methylated, substituted alcohols and esters, in order to obtain analogues of misonidazole, metronidazole and desmethylmisonidazole of known radiosensitizing and bactericidal activity. Some final products were assayed for their radiosensitizing properties giving negative results under the testing conditions used.
Asunto(s)
Nitroimidazoles/síntesis química , Fármacos Sensibilizantes a Radiaciones/síntesis química , Técnicas In Vitro , Estructura Molecular , Nitroimidazoles/farmacología , Tolerancia a Radiación/efectos de los fármacos , Fármacos Sensibilizantes a Radiaciones/farmacología , Relación Estructura-Actividad , Células Tumorales Cultivadas/efectos de los fármacosRESUMEN
Se describe la sístesis de varios nitroimidazoles sustituídos con cadenas lipofílicas e hidrofílicas como posibles agentes radiosensibilizantes. El material de partida empleado fue el 4(5)-nitroimidazol, el cual fue alquilado vía su sal sódica, con cadenas clorometiladas provenientes de ésteres o alcoholes, de manera de obtener análogos estructurales de compuestos de reconocida actividad rediosensibilizantes y bactericida tales como el misonidazol, metronidazol y desmetilmisonidazol. Algunos productos de esta sístesis fueron sometidos a pruebas de radiosensibilización, dando resultados negativos, bajo las condiciones ensayadas