Title: Synthesis and anti-HIV activity of cosalane analogues with substituted benzoic acid rings attached to the pharmacophore through methlylene and amide linkers
Authors: Ruell, JA ×
De Clercq, Erik
Pannecouque, Christophe
Witvrouw, Myriam
Stup, TL
Turpin, JA
Buckheit, RW
Cushman, M #
Issue Date: 1999
Publisher: American Chemical Society
Series Title: Journal of Organic Chemistry vol:64 pages:5858-5866
Abstract: The cosalane pharmacophore has been extended by the attachment of two additional substituted benzoic acid rings through amide and methylene linkers. The resulting compounds display significant antiviral activity when tested in vitro for inhibition of the cytopathic effects of HIV-1(RF) in CEM-SS cells and HIV-1(IIIB) in MT-4 cells. The compound containing the methylene linker also shows moderate activity versus HIV-2(ROD) in MT-4 cells. Because cosalane and related compounds containing extended pharmacophores inhibit the binding of gp120 to CD4, the presently described new compounds are assumed to act by a similar mechanism. A hypothetical model is proposed for the binding of the methylene-linked compound to CD4.
ISSN: 0022-3263
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Laboratory of Virology and Chemotherapy (Rega Institute)
Molecular Virology and Gene Therapy
× corresponding author
# (joint) last author

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