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Synthesis, chemical characterization and antimicrobial activity of new acylhydrazones derived from carbohydrates

2019; Elsevier BV; Volume: 1184; Linguagem: Inglês

10.1016/j.molstruc.2019.02.045

1872-8014

Fernanda Guilherme, Julia Évelin Simonetti, Laís Regina Dos Santos Folquitto, Adriana Cotta Cardoso Reis, Josidel Conceição Oliver, Amanda Latércia Tranches Dias, Danielle Ferreira Dias, Diogo Teixeira Carvalho, Geraldo Célio Brandão, Thiago Belarmino de Souza,

Carbohydrate Chemistry and Synthesis

A new series of glycosylated acylhydrazones was synthesized and all the chemical structures were confirmed by High Resolution Mass Spectrometry (HRMS), 1H and 13C Nuclear Magnetic Resonance (1H-NMR; 13C-NMR) and Fourier Transform Infrared (FTIR) spectroscopy methods. The mass accuracy between the calculated and found values observed in HRMS analyses were near or lower than 5 ppm, which are acceptable for proposing a molecular formula using this technique. All of the synthesized compounds were screened for their antibacterial, antifungal and antiviral activities. Five compounds (12, 13, 14, 16 and 19) exerted a modest antifungal activity against the strains evaluated. Derivative 14 showed fungicidal activity against Candida glabrata at 173.8 μM and saccharide unit contributed to the increase of the antifungal potential against this strain. New chemical manipulation of derivative 14 can make it possible to obtain new potentially antimicrobial agents.