Synthesis and anti-HIV evaluation of water-soluble calixarene-based bithiazolyl podands.
Nine anionic water-soluble calix[4]arene species, incorporating sulfonate, carboxylate or phosphonate groups, six of them incorporating two 2,2'-bithiazole subunits in alternate position at the lower rim, have been synthesised and evaluated as anti-HIV agents on various HIV strains and cells of the lymphocytic lineage (HIV-1 III B/MT4, HIV-1 LAI/CEM-SS, HIV-1 Bal/PBMC), using AZT as reference compound. A toxicity was detected for a minority of compounds on PBMC whereas for the others no cellular toxicity was measured at concentrations up to 100 microM. Most of the compounds have an antiviral activity in a 10-50 microM range, and one of them, sulfonylated, displays its activity, whatever the tropism of the virus, at a micromolar concentration.
Mourer
Maxime
M
SRSMC, UMR 7565 Nancy Université, CNRS, Equipe Groupe d'Etude des Vecteurs Supramoléculaires du Médicament, Faculté de Pharmacie, 5 rue Albert Lebrun, 54001 Nancy Cedex, France.
Psychogios
Nicolas
N
Laumond
Géraldine
G
Aubertin
Anne-Marie
AM
Regnouf-de-Vains
Jean-Bernard
JB
D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D047250:Calixarenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D015658:HIV Infections / Q000188:drug therapy*; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D007963:Leukocytes, Mononuclear / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D014867:Water / Q000737:chemistry
D019380:Anti-HIV Agents; D013844:Thiazoles; D014867:Water; D047250:Calixarenes