1428533-02-1

Basic information

• Product Name: Tyrosol synapate
• Synonyms: Tyrosol synapate
• CAS NO: 1428533-02-1
• Molecular Weight: 344.364
• Mol File: 1428533-02-1.mol

Chemical Properties

• CAS DataBase Reference: Tyrosol synapate(CAS DataBase Reference)
• NIST Chemistry Reference: Tyrosol synapate(1428533-02-1)
• EPA Substance Registry System: Tyrosol synapate(1428533-02-1)

Safety Data

• Hazardous Substances Data: 1428533-02-1(Hazardous Substances Data)

Upstream product

• 501-94-0 p-hydroxyphenethyl alcohol 
• 530-59-6 sinapinic acid 
• 530-59-6 trans-3,5-dimethoxy-4-hydroxycinnamic acid 

Relevant articles and documents

Synthesis and Biological Activities of Tyrosol Phenolic Acid Ester Derivatives

Sixteen tyrosol derivatives were synthesized and characterized by NMR and HR-MS. The antioxidant activity of those compounds was evaluated using four different assays. The results showed that some target compounds displayed better antioxidant activity tha

Olive secoiridoids and semisynthetic bioisostere analogues for the control of metastatic breast cancer

(-)-Oleocanthal (1) and ligstroside aglycone (2) are common bioactive olive oil secoiridoids. Secoiridoid 1 has been previously reported as a c-MET inhibitor. Chemically, (-)-oleocanthal is the elenolic acid ester of the common olive phenolic alcohol tyrosol. Therefore, several analogues (4-13) were synthesized by esterification and carbamoylation of tyrosol using diverse phenolic naturally occurring in olive and heterocyclic acids as elenolic acid bioisosteres to assess the effect of replacing the acid moiety of (-)-oleocanthal. Their c-MET inhibitory activity as well as their antiproliferative, antimigratory, and anti-invasive activities against the highly metastatic human breast cancer cell line MDA-MB231 has been assessed. Ligstroside aglycone (2) showed the best antimigratory activity. Generally, tyrosol esters showed better activities versus carbamate analogues. Tyrosol sinapate (5) showed the best c-MET phosphorylation inhibitory activity in Z′-LYTE kinase assay. Both 1 and 5 competitively inhibited the ATP binding into its pocket in the c-MET catalytic domain. Compound 5 showed selective activities against tumor cells without toxicity to the non-tumorigenic human breast MCF10A epithelial cell line. Tyrosol esters with a phenolic acid containing hydrogen bond donor and/or acceptor groups at the para-position have better anticancer and c-MET inhibitory activities. Olive oil secoiridoids are excellent scaffolds for the design of novel c-MET inhibitors.