Phenylpropanoid saccharide esters, methods and uses thereof

The present disclosure relates to phenylpropanoid saccharide esters, methods for the synthesis of libraries of phenylpropanoid saccharide esters with different degree and place of substitution in the sugar core, and their use as antimicrobial agents, cytotoxic agents and/or antitumoral agents. The sim- plest sucrose ester is the 6-O-cinnamoyl sucrose ester, known under the trivial name Sibirioside A. Herein, it was synthesized for the first time in only one step from sucrose and cinnamic acid applying chemose- lective procedure. The chemical structure of the synthesized sucrose ester and its unnatural analogue were con- firmed by optical rotation, m.p., NMR, and mass spectra. Their antibacterial, antifungal, cytotoxic and antioxidant activities were investigated. They exhibited strong inhibition against all bacteria tested, namely Staphylococcus aureus, Bacillus cereus, Micrococcus flavus, Listeria monocytogenes, Pseudomo nas aeruginosa, Salmonella typhimurium, Escherichia coli and Enterobacter cloacae and strong antifungal activity towards Aspergillus versicolor, Aspergillus ochraceus, Trichoderma viride and Penicillium ochro- chloron. They showed moderate antioxidant and antitumor potential against human breast, colon and cervical cell lines without hepatotoxicity. The phenylpropanoid saccharide esters now disclosed can be obtained in larger quantities and at cheaper price comparing to the extracted one and thus could find application in various pharmacolog- ical compositions.