{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Zhang J"],"funding":["National Institute of Allergy and Infectious Diseases","National Center for Advancing Translational Sciences","NCATS NIH HHS","NIAID NIH HHS","National Cancer Institute"],"pagination":["1053-8"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC4601055"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["6(10)"],"pubmed_abstract":["The synthesis of a set of digitoxigenin neogluco/xylosides and corresponding study of their anticancer SAR revealed sugar amine regiochemistry has a dramatic effect upon activity. Specifically, this study noted sugar 3-amino followed by 4-amino-substitution to be most advantageous where the solvent accessibility of the appended amine within neoglycoside-Na(+),K(+)-ATPase docked models correlated with increased anticancer potency. This study presents a preliminary model for potential further warhead optimization in the context of antibody-directed steroidal glycosides and extends the demonstrated compatibility of aminosugars in the context of neoglycosylation."],"journal":["ACS medicinal chemistry letters"],"pubmed_title":["Influence of Sugar Amine Regiochemistry on Digitoxigenin Neoglycoside Anticancer Activity."],"pmcid":["PMC4601055"],"funding_grant_id":["UL1TR000117","R37 AI052218","UL1 TR000117","R37 AI52218"],"pubmed_authors":["Zhang J","Thorson JS","Zhan CG","Nandurkar NS","Fang L","Ponomareva LV","Yuan Y"],"additional_accession":[]},"is_claimable":false,"name":"Influence of Sugar Amine Regiochemistry on Digitoxigenin Neoglycoside Anticancer Activity.","description":"The synthesis of a set of digitoxigenin neogluco/xylosides and corresponding study of their anticancer SAR revealed sugar amine regiochemistry has a dramatic effect upon activity. Specifically, this study noted sugar 3-amino followed by 4-amino-substitution to be most advantageous where the solvent accessibility of the appended amine within neoglycoside-Na(+),K(+)-ATPase docked models correlated with increased anticancer potency. This study presents a preliminary model for potential further warhead optimization in the context of antibody-directed steroidal glycosides and extends the demonstrated compatibility of aminosugars in the context of neoglycosylation.","dates":{"release":"2015-01-01T00:00:00Z","publication":"2015 Oct","modification":"2026-05-03T00:26:39.947Z","creation":"2025-06-01T12:01:57.374Z"},"accession":"S-EPMC4601055","cross_references":{"pubmed":["26487911"],"doi":["10.1021/acsmedchemlett.5b00120"]}}