64896-33-9

Usage

Classification

Chalcone

Structural Components

Acetyl group
Hydroxyl group attached to a phenyl ring
Acrylic acid functional group

Natural Occurrence

Found in plants

Potential Properties

Antioxidant
Anti-inflammatory
Anticancer

Investigated Effects

Reduction of oxidative stress
Reduction of inflammation
Inhibition of cancer cell growth

Research Status

Ongoing studies to uncover further medicinal and therapeutic potentials

Upstream product

• 52507-17-2 (Z)-4-((2-methyl-5-oxooxazol-4(5H)-ylidene)methyl)phenyl acetate 
• 64896-34-0 (Z)-α-Acetamido-p-acetyloxycinnamic Acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 878-00-2 4-formylphenyl acetate 

Downstream Products

• 537-55-3 N-acetyl-L-tyrosine 
• 19764-32-0 Ac-D-Tyrosine 
• 52178-61-7 2-hydroxy-3-(4-hydroxyphenyl)acrylic acid 
• 537-55-3 N-acetyl-L-tyrosine 
• 60-18-4 L-tyrosine 
• 935676-52-1 C₁₉H₂₅N₃O₇ 
• 6482-98-0 2-hydroxy-3-(4-hydroxyphenyl)propanoic acid 
• 935676-44-1 C₁₉H₂₃N₃O₆ 

Relevant academic research and scientific papers

Concise Modular Synthesis of Thalassotalic Acids A-C

The novel N-acyldehydrotyrosine analogues known as thalassotalic acids A-C were isolated from a marine bacterium by Deering et al. in 2016. These molecules were shown to have tyrosinase inhibition activity and thus are an attractive set of molecules for further study and optimization. To this end, a concise and modular synthesis has been devised and executed to produce thalassotalic acids A-C and two unnatural analogues. This synthesis has confirmed the identity and inhibitory data of thalassotalic acids A-C, more potent synthetic analogues (IC50 = 65 μM), and provides a route for further structure-activity relationship studies to optimize these molecules.

Synthesis of alaninyl and N-(2-aminoethyl)glycinyl amino acid derivatives containing the green fluorescent protein chromophore in their side chains for incorporation into peptides and peptide nucleic acids

Artificial amino acids carrying either the chromophore of the Green Fluorescent Protein (GFP) or a modification as their side chains have been synthesized: Boc-protected alaninyl derivatives and Fmoc-protected N-(2-aminoethyl)glycine-functionalized amino

Synthesis of L-threo- and L-erythro-amino acids: novel probes for conformational analysis of peptide side chains

An efficient and convenient route for the preparation of L-threo- and L-erythro-amino acids 5 as probes for the conformational analysis of peptide side chains by NMR spectroscopy is described.Stereoselective incorporation of deuterium into the α,β-positions of amino acid 5 was accomplished by catalytic deuteration of dehydroamino acid derivatives 1 and 2 followed by a combination of enzymic optical resilution and the racemization at the 2-position.Using these doubly labelled amino acids, it was possible to obtain vicinal coupling constants between carbonyl carbon and prochiral β-protons, J(13C-1Hβ1) and J(13C1-1Hβ2), through 13C NMR spectroscopy alone.We also demonstrate the determination of the fractional populations of rotamers in respect of the Cα-Cβ bond of the amino acids using the measured coupling constants.

A modified synthesis of (±)-β-aryllactic acids

The synthesis of racemic forms of the reportedly active principle of Danshen, namely (±)-β-(3,4-dihydroxyphenyl)lactic acid [(±)3-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid] and its seven racemic derivatives is reported.