Design, synthesis, and biological evaluation of crenatoside analogues as novel influenza neuraminidase inhibitors

Natural products, especially derived from TCMH, have been found to exert antiviral effects against influenza virus. Crenatoside, a phenylethanoid glycoside from Pogostemon cablin Benth, which has been shown as a novel effective NA inhibitor previously, is considered as the leading compound for our further SARs studies. This work presented design, synthesis of novel crenatoside analogues from readily available D-Glucose and L-rhamnose in a convergent manner. Furthermore, their biological activities and SARs were also investigated. Especially, compound 2 h showed impressive IC50 = 27.77 mu g/mL against NAs, which is 3 folds more potent than the leading compound crenatoside (IC50 = 89.81 mu g/mL). These results would promise their therapeutic potential for influenza disease. (C) 2016 Elsevier Masson SAS. All rights reserved.