227026-22-4

Upstream product

• 1618644-89-5 N-(2,3,4-tris(benzyloxy)phenyl)acetamide 
• 1618644-80-6 C₂₈H₂₃NO₄ 
• 1331965-83-3 2,3,4-tris(benzyloxy)aniline 
• 1618644-82-8 methyl (2,3,4-tris(benzyloxy)phenyl)carbamate 
• 1618644-81-7 benzyl (2,3,4-tris(benzyloxy)phenyl)carbamate 
• 180206-32-0 2,3,4-tris(benzyloxy)benzoic acid 
• 610-02-6 2,3,4-trihydroxybenzoic acid 
• 1609113-44-1 benzyl 2,3,4-tris(benzyloxy)benzoate 

Relevant academic research and scientific papers

Multivalent agents containing 1-substituted 2,3,4-trihydroxyphenyl moieties as novel synthetic polyphenols directed against HIV-1

The synthesis and the assessment of the anti-HIV activity of a set of molecules inspired by the multivalent structures of some naturally-occurring polyphenols (tannins) are reported. Different multibranched scaffolds have been derived from pentaerythritol as the central core which distribute spatially synthetic polyphenolic subunits based on 1-substituted 2,3,4-trihydroxyphenyl moieties. A tetrapodal compound (13b) bearing four N-(2,3,4-trihydroxyphenyl) amide groups, exhibits remarkable selective activity against HIV-1 with EC 50 values in the micromolar scale, in the same range as those reported for the most representative anti-HIV tannins. Preliminary SAR studies emphasize the importance of the 1-substituted 2,3,4-trihydroxyphenyl moiety, the presence of an amide as the linker and the multivalent architecture of these molecules, since the anti-HIV activity increases with the number of polyphenolic moieties. The data support the interest in synthetic polyphenols and represent a promising starting point for further design and development of selective HIV-1 inhibitors.