Variations in cell surface sialylation are known to play an important role in tumor cell invasion and metastasis. Modifications of sialylation in vivo are mediated by several glycoprotein- and glycolipid-specific sialyltransferases (STs). At present, few selective STs inhibitors with a cell-permeable property have been documented [1]. In addition, observations of sialylated glycans, specifically glycolipids, facilitate viral entry of SARS-CoV-2 are confirmed and validated [2]. Thus, the discovery of anti-SARS-CoV2 agents that can target specific ST isozymes in vivo, is essential for the development of effective chemical therapeutics to prevent viral infection.
To address the scarcity of novel STs inhibitors, we now report the synthesis and biological evaluation of new and novel bishomolithocholic acid derivatives with promising therapeutic potential against breast cancer growth and SARS-CoV-2 infection. Among the series, SPP-037 preferentially inhibited the activity of ST6GAL1 (sialylation of N-glycan) with an IC50 value of 3.6 μM over ST3GAL1 (IC50 > 500 μM; sialylation of O-glycan)). In vitro cell-based assays revealed that SPP-037 suppressed MDA-MB-231 cell migration and HUVEC tube formation. Moreover, administration of SPP-037 to tumor-bearing mice resulted in reduced tumor growth, thereby highlighting its anticancer activity.
Furthermore, we validated that SARS-CoV-2 upregulates ST6GAL1 expression and sialylation using RT-qPCR analysis, immunohistochemistry and immunofluorescence imaging assays. It was found that treatment of A549-hACE2 cells with SPP-037 attenuated cellular sialylation, substantially decreasing SARS-CoV-2 infection. Our results underscore the feasibility of ST6GAL1 inhibition as an ingenious therapeutic intervention to suppress SARS-CoV-2 infectivity.