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N-Alkyldeoxynojirimycin derivatives with novel terminal tertiary amide substitution for treatment of bovine viral diarrhea virus (BVDV), Dengue, and Tacaribe virus infections
Journal article   Peer reviewed

N-Alkyldeoxynojirimycin derivatives with novel terminal tertiary amide substitution for treatment of bovine viral diarrhea virus (BVDV), Dengue, and Tacaribe virus infections

Yanming Du, Hong Ye, Tina Gill, Lijuan Wang, Fang Guo, Andrea Cuconati, Ju-Tao Guo, Timothy M Block, Jinhong Chang and Xiaodong Xu
Bioorganic & medicinal chemistry letters, v 23(7), pp 2172-2176
01 Apr 2013
PMID: 23453839

Abstract

1-Deoxynojirimycin - chemical synthesis 1-Deoxynojirimycin - chemistry 1-Deoxynojirimycin - pharmacology Amides - chemical synthesis Amides - chemistry Amides - pharmacology Animals Antiviral Agents - chemical synthesis Antiviral Agents - chemistry Antiviral Agents - pharmacology Cell Line Cell Survival - drug effects Cricetinae Defective Viruses - drug effects Dengue - drug therapy Diarrhea Viruses, Bovine Viral - drug effects Dose-Response Relationship, Drug Glucosamine - analogs & derivatives Glucosamine - chemical synthesis Glucosamine - chemistry Glucosamine - pharmacology Humans Molecular Structure Structure-Activity Relationship
Novel N-alkyldeoxynojirimycins (NADNJs) with two hydrophobic groups attached to a nitrogen linker on the alkyl chain were designed. A novel NADNJ containing a terminal tertiary carboxamide moiety was discovered that was a potent inhibitor against BVDV. Further optimization resulted in a structurally more stable lead compound 24 with a submicromolar EC50 against BVDV, Dengue, and Tacaribe; and low cytotoxicity.

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Web of Science research areas
Chemistry, Medicinal
Chemistry, Organic
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