180206-32-0

Upstream product

• 2144-08-3 2,3,4-trihydroxybenzylaldehyde 
• 27916-67-2 2,3,4-tris(benzyloxy)benzaldehyde 
• 100-39-0 benzyl bromide 
• 610-02-6 2,3,4-trihydroxybenzoic acid 
• 1609113-44-1 benzyl 2,3,4-tris(benzyloxy)benzoate 

Downstream Products

• 1314875-82-5 N-(2-aminoethyl)-2,3,4-tris(benzyloxy)benzamide 
• 1314875-97-2 1-aminomethyl-3,5-bis(2,3,4-tribenzyloxybenzamidomethyl)-2,4,6-triethylbenzene 
• 1314875-75-6 1,3,5-tris(2,3,4-tribenzyloxybenzamidomethyl)-2,4,6-triethylbenzene 
• 1609113-45-2 C₄₃H₃₉N₃O₇ 
• 1609112-87-9 C₄₂H₃₅N₃O₆ 
• 1609113-46-3 C₄₃H₃₇N₃O₆ 
• 1609112-92-6 C₂₁H₁₇N₃O₆ 

Relevant academic research and scientific papers

Biological Characterization, Mechanistic Investigation and Structure-Activity Relationships of Chemically Stable TLR2 Antagonists

Toll-like receptors (TLRs) build the first barrier in the innate immune response and therefore represent promising targets for the modulation of inflammatory processes. Recently, the pyrogallol-containing TLR2 antagonists CU-CPT22 and MMG-11 were reported; however, their 1,2,3-triphenol motif renders them highly susceptible to oxidation and excludes them from use in extended experiments under aerobic conditions. Therefore, we have developed a set of novel TLR2 antagonists (1–9) based on the systematic variation of substructures, linker elements, and the hydrogen-bonding pattern of the pyrogallol precursors by using chemically robust building blocks. The novel series of chemically stable and synthetically accessible TLR2 antagonists (1–9) was pharmacologically characterized, and the potential binding modes of the active compounds were evaluated structurally. Our results provide new insights into structure-activity relationships and allow rationalization of structural binding characteristics. Moreover, they support the hypothesis that this class of TLR ligands bind solely to TLR2 and do not directly interact with TLR1 or TLR6 of the functional heterodimer. The most active compound from this series (6), is chemically stable, nontoxic, TLR2-selective, and shows a similar activity with regard to the pyrogallol starting points, thus indicating the variability of the hydrogen bonding pattern.

PYRROL-1 -YL BENZOIC ACID DERIVATES USEFUL AS MYC INHIBITORS

The present invention provides compounds of Formula (I-A), (I-B), and (I-C), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting Myc (e.g., c-Myc) activity. The p

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.

Synthesis and evaluation of C-ring aromatized analogues of phenanthridone alkaloids

Phenanthridone alkaloids are envisaged as an attractive lead for the development of anticancer agents. We have prepared a series of aromatized analogues on the basis of the structure of this class of alkaloids with the hope of finding the simplified compounds with comparable activities. The obtained analogues were evaluated for their cytotoxic effect against several cancer cell lines and found to be virtually inactive. These observations together with molecular modeling studies strongly suggest that the stereochemistries of hydroxyl groups in C-ring of phenanthridone alkaloids are crucial to biological effects.