1610522-98-9

Upstream product

• 100-39-0 benzyl bromide 
• 2033-24-1 cycl-isopropylidene malonate 
• 627872-67-7 3,4-bis(benzyloxy)-2-hydroxybenzaldehyde 
• 2144-08-3 2,3,4-trihydroxybenzylaldehyde 
• 27916-67-2 2,3,4-tris(benzyloxy)benzaldehyde 
• 100-44-7 benzyl chloride 
• 810676-31-4 ethyl 7,8-dihydroxy-2-oxo-2H-chromene-3-carboxylate 

Downstream Products

• 1610522-99-0 7,8-bis(benzyloxy)-3-(piperazine-1-carbonyl)-2H-chromen-2-one hydrochloride 
• 1610523-00-6 7,8-bis(benzyloxy)-3-(4-(7,8-bis(methoxymethoxy)-2-oxo-2Hchromene-3-carbonyl)piperazine-1-carbonyl)-2H-chromen-2-one 
• 1610523-40-4 tert-butyl 4-(7,8-bis(benzyloxy)-2-oxo-2H-chromene-3-carbonyl)piperazine-1-carboxylate 

Relevant academic research and scientific papers

Synthesis and antioxidant activity of conjugates of hydroxytyrosol and coumarin

Antioxidants have been the subject of intense research interest due to their numerous health benefits. In this work, a series of new conjugates of hydroxytyrosol and coumarin were synthesized and evaluated for their free radical scavenging, toxicity and antioxidant mechanism in vitro. The all target compounds 14a–t exhibited better radical scavenging activity than BHT, hydroxytyrosol, and coumarin in both DPPH radical and ABTS+ radical cation scavenging assays. The structure-activity relationships study indicated that the number and position of hydroxyl groups on the coumarin ring were vital to a good antioxidant capacity. Furthermore, the most promising compound 14q showed less toxicity in hemolysis assay and weaker antiproliferative effects than BHT against normal WI-38 and GES cells, and enhanced viability of H2O2-induced HepG2 cells. Additionally, 14q decreased the apoptotic percentage of HepG2 cells, reduced the ROS produce and LDH release, and improved GSH and SOD levels in H2O2-treated HepG2 cells. Lastly, 14q exhibited more stability than hydroxytyrosol in methanol solution. These results revealed that conjugations of hydroxytyrosol and coumarin show better antioxidant capacity, and are the efficacious approach to finding novel potential antioxidant.

Design and synthesis of 3,3′-biscoumarin-based c-Met inhibitors

A library of biscoumarin-based c-Met inhibitors was synthesized, based on optimization of 3,3′-biscoumarin hit 3, which was identified as a non-ATP competitive inhibitor of c-Met from a diverse library of coumarin derivatives. Among these compounds, 38 and 40 not only showed potent enzyme activities with IC50 values of 107 nM and 30 nM, respectively, but also inhibited c-Met phosphorylation in BaF3/TPR-Met and EBC-1 cells. This journal is the Partner Organisations 2014.