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1. (WO2018049535) NUCLEOSIDE ANALOGUES AND METHODS OF USE THEREOF

Pub. No.:    WO/2018/049535    International Application No.:    PCT/CA2017/051096
Publication Date: Fri Mar 23 00:59:59 CET 2018 International Filing Date: Tue Sep 19 01:59:59 CEST 2017
IPC: C07H 19/20
A61K 31/7068
A61K 31/7076
A61P 31/12
A61P 35/00
C07H 19/04
C07H 19/06
C07H 19/10
C07H 19/16
Applicants: LCB PHARMA INC.
UNIVERSITÉ D'OTTAWA
Inventors: GUINDON, Yvan
MOCHIRIAN, Philippe
NEMER, Mona
PRÉVOST, Michel
Title: NUCLEOSIDE ANALOGUES AND METHODS OF USE THEREOF
Abstract:
Nucleoside analogues that can be used as anticancer or antiviral agents are presented. These compounds are nucleoside and/or nucleotide prodrugs. In particular, the subject matter relates to nucleoside analogues comprising a tetrahydrofuranyl, or tetrahydrothienyl moiety which: have a quaternary stereogenic all-carbon center at the 3' position and bear a phosphoryl group at either one of, or both of positions C5' and/or C3'; have a quaternary stereogenic all-carbon center at one of the 3' position, 2' position, or no quaternary stereogenic center at all, and bear a β-blocked lipoate derivative attached through an amide bond to the primary amine of the nucleobase; or have a quaternary stereogenic all-carbon center at the 2' position and bear a phosphorylated prodrug at the C5'-position and a β-blocked lipoate derivative attached through an amide bond to the primary amine of the nucleobase.