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Synthesis of 5′‐ N ‐(α‐Amino‐β‐mercaptoacyl)amino‐5′‐deoxynucleosides as potential antiviral compounds
Author(s) -
Herranz Rosario,
CastroPichel Julia,
GarcíaLópez M. Teresa,
Pérez Concepción,
Balzarini Jan,
De Clercq Erik
Publication year - 1991
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.2503240807
Subject(s) - chemistry , cysteine , amino acid , cytotoxicity , stereochemistry , deoxyadenosine , deoxyribonucleoside , combinatorial chemistry , biochemistry , in vitro , dna , enzyme
5′‐ N ‐(α‐Amino‐β‐mercaptoacyl)amino‐5′‐deoxynucleosides have been synthesized by coupling of N ‐formylthiazolidines derived from D‐ and L‐penicillamine, and D‐ and L‐cysteine to 5′‐amino‐5′‐deoxynucleosides using the DCC/HOSu method, followed by deprotection in N HCL in MeOH under argon. Although these compounds were designed as potential anti‐HIV‐1 agents, none of them showed anti‐HIV‐1 activity in MT‐4 cells or antiviral effect against some other viruses, at concentrations below the cytotoxicity threshold.