First synthesis and evaluation of the inhibitory effects of aza analogues of TSAO on HIV-1 replication

  • J Med Chem. 2005 Jun 30;48(13):4276-84. doi: 10.1021/jm050091g.
Albert Nguyen Van Nhien  1 ,  Cyrille Tomassi ,  Christophe Len ,  José Luis Marco-Contelles ,  Jan Balzarini ,  Christophe Pannecouque ,  Erik De Clercq ,  Denis Postel
Affiliations
  • 1. Laboratoire des Glucides (FRE 2779), Faculté des Sciences, Université de Picardie Jules Verne, 33 rue Saint Leu, 80039 Amiens, France.
PMID: 15974581 DOI: 10.1021/jm050091g
Abstract

Aza TSAO-T derivatives bearing a dihydroisothiazole dioxide ring instead of an oxathiole dioxide ring at the C-3' position on the sugar moiety were prepared. We have synthesized four families of compounds depending on substitution at both N-3 and N-2' '. Biological evaluation showed that these compounds are HIV-1(III(B))-specific and potent Reverse Transcriptase inhibitors with EC(50) values between 0.13 and 3.5 microM in Cell Culture.