Resumo

TRILLERAS VASQUEZ, Jorge Enrique; RODRIGUEZ YANEZ, Omar S.  e  GONZALEZ LOPEZ, Edwin Javier. 5-Deazaflavins: Chemical Synthesis. rev. cienc. [online]. 2017, vol.21, n.1, pp.133-158. ISSN 0121-1935.  https://doi.org/10.25100/rc.v21i1.6346.

5-Deazaflavinas are involved in enzymatic redox reactions from a variety of biological systems and have structural similarity with riboflavin. Electrochemical and photochemical properties are the result of the substitution of N-5 of the isoalloxazine ring for a carbon. Herein, we described the progress in obtaining 5-deazaflavins analogues starting from barbituric acid, uracil analogues, three amino-threechloropirimidines and quinolincarbonitriles. Molecular diversity was obtained using both appropriately substituted aldehydes and amines, via conventional, simple and convergent reactions. When comparing the different synthetic reported strategies for the construction of the 5-desflavines and analogues, these are classified into two general strategies: i) construction of the quinoline ring over pyrimidine moiety or ii) construction of the pyrimidine ring over quinoline moiety.

Palavras-chave : 5-Deazaalloxazines; 5-Deazaflavins; Flavin analog; Heterocyclic synthesis.

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