1093198-97-0

Basic information

• Product Name: (E)-2',3,4,5'-tetrahydroxystilbene
• Synonyms: (E)-2',3,4,5'-tetrahydroxystilbene
• CAS NO: 1093198-97-0
• Molecular Weight: 244.247
• Mol File: 1093198-97-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-2',3,4,5'-tetrahydroxystilbene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2',3,4,5'-tetrahydroxystilbene(1093198-97-0)
• EPA Substance Registry System: (E)-2',3,4,5'-tetrahydroxystilbene(1093198-97-0)

Safety Data

• Hazardous Substances Data: 1093198-97-0(Hazardous Substances Data)

Upstream product

• 139-85-5 3,4-dihydroxybenzaldehyde 
• 23030-43-5 2,5-dihydroxy-1-iodobenzene 
• 6053-02-7 3,4-dihydroxystyrene 

Relevant articles and documents

Resveratrol derived butyrylcholinesterase inhibitors

Novel polyhydroxylated (E)-stilbenes were synthesized by Mizoroki-Heck reactions and tested for their ability to inhibit the enzymes acetyl- and butyrylcholinesterase. Several of them are good inhibitors of butyrylcholinesterase; one of them carrying an extra fluorine substituent is a 94-fold stronger inhibitor of butyrylcholinesterase than of acetylcholinesterase. Novel polyhydroxylated (E)-stilbenes synthesized by Mizoroki-Heck reactions were tested for their ability to inhibit the enzymes acetyl- and butyrylcholinesterase. Several of them were found to be good inhibitors of butyrylcholinesterase. One of them carrying an extra fluorine substituent is a 94-fold stronger inhibitor of butyrylcholinesterase than of acetylcholinesterase.

Synthesis and antimicrobial activity of (E) stilbene derivatives

Plants use multiple defence mechanisms comprising both constitutive and inducible barriers to prevent entering of phytopathogenic micro-organisms. In many plant species one of the most efficient responses to combat attacking microbes is the rapid synthesis of antimicrobial low molecular weight phytoalexins, for example, resveratrol, 3,5,4′-trihydroxystilbene (1). Resveratrol and its natural derivatives, however, display only moderate antimicrobial effects. Nevertheless, resveratrol may be a useful lead structure for the chemical synthesis of antimicrobials. In this study, several series of stilbenes have been synthesized, starting from the aldehydes using Wittig reactions to access the corresponding styrenes that were subjected to Mizoroki-Heck reactions to yield the stilbenes in good yields. The stilbenes were tested in an agar diffusion assay against several bacteria and fungi. For some of these compounds the inhibiting zones for bacteria and fungi were comparable with those of the antibiotics tetracycline, streptomycin, ampicillin, or kanamycin, directed against prokaryotes, and nourseothricin or hygromycin controlling fungi, respectively.