| Summary: | A novel series of 3-(2-furyl)acrylate monosaccharide esters <strong>Ia</strong>–<strong>f</strong> and menthyloxycarbonyl monosaccharide esters <strong>IIa</strong>–<strong>f</strong> were designed and synthesized. The chemical structures of the target compounds were confirmed by IR, <sup>1</sup>H- and <sup>13</sup>C-NMR and ESI-MS, and the target compounds were investigated for their <em>in vitro</em> antibacterial and antifungal activities. The antibacterial screening results showed that the 3-(2-furyl)acrylate monosaccharide ester derivatives <strong>I</strong><strong>a</strong>–<strong>f</strong> were either inactive or only weakly active against the three Gram-positive bacterial strains tested, whereas the menthyloxycarbonyl monosaccharide ester derivatives <strong>IIa</strong>–<strong>f</strong> exhibited higher levels of activity, with compound <strong>IIe</strong> being especially potent. The results of the antifungal screening revealed that compounds <strong>Ib</strong>, <strong>Ie</strong>, <strong>IIb</strong> and <strong>IIc</strong> displayed potent <em>in vitro</em> activities, whereas <strong>If</strong> and <strong>IIf</strong> showed promising activities against all of the microorganisms tested, with <strong>If</strong> exhibiting levels of activity deserving of further investigation.
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