Ferulamide - CAS 61012-31-5
Catalog number: B0005-145074
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Molecular Formula:
C10H11NO3
Molecular Weight:
193.2
COA:
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Chemical Family:
Phenylpropanoids
Description:
Ferulamide isolated from the fruits of Croton tiglium.
Ordering Information
Catalog Number Size Price Stock Quantity
B0005-145074 1 mg $399 In stock
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Purity:
0.98
Appearance:
Brown cryst.
Synonyms:
2-PropenaMide, 3-(4-hydroxy-3-Methoxyphenyl)-, (2E)-; 3-(4-Hydroxy-3-methoxyphenyl)acrylamide
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Quality Standard:
Enterprise Standard
Quantity:
Milligrams-Grams
1.Novel ferulic amide derivatives with tertiary amine side chain as acetylcholinesterase and butyrylcholinesterase inhibitors: The influence of carbon spacer length, alkylamine and aromatic group.
Liu H;Liu L;Gao X;Liu Y;Xu W;He W;Jiang H;Tang J;Fan H;Xia X Eur J Med Chem. 2017 Jan 27;126:810-822. doi: 10.1016/j.ejmech.2016.12.003. Epub 2016 Dec 2.
Based on our recent investigations on chalcone derivatives as AChE inhibitors, a series of ferulic acid (FA) tertiary amine derivatives similar to chalcone compounds were designed and synthesized. The results of bioactivity evaluation revealed that most of new synthesized compounds had comparable or more potent AChE inhibitory activity than the control drug Rivastigmine. The alteration of carbon chain linking tertiary amine groups and ferulic acid scaffold markedly influenced the inhibition activity against AChE. Among them the inhibitory activity of compound 6d (IC;50;: 0.71 ± 0.09 μmol/L) and 6e (IC;50;: 1.11 ± 0.17 μmol/L) was equal to 15-fold and 9-fold than that of Rivastigmine against AChE (IC;50;: 10.54 ± 0.86 μmol/L), respectively. Moreover, compound 6d shows the highest selectivity for AChE over butyrylcholinesterase(BuChE) (ratio: 18.3). The kinetic study suggested that compound 6d revealed a mixed-type inhibition against AChE.
2.(2E)-N,N-dibutyl-3-(4-hydroxy-3-methoxyphenyl)acrylamide induces apoptosis and cell cycle arrest in HL-60 cells.
Chen CJ;Hsu MH;Kuo SC;Lai YY;Chung JG;Huang LJ Anticancer Res. 2007 Jan-Feb;27(1A):343-9.
BACKGROUND: ;Ferulic acid is one of the most ubiquitous phenolic compounds in nature, which has antioxidant and anticancer activities. However, ferulic acid derivatives, such as ferulamide have never been reported.;MATERIALS AND METHODS: ;(2E)-N,N-dibutyl-3-(4-hydroxy-3-methoxyphenyl)acrylamide (compound 8), a ferulamide derivative was synthesized in our laboratory. In this study, HL-60 cells were treated with various concentrations of compound 8, and its effects on cell growth, cell cycle, apoptosis and related measurements were investigated.;RESULTS: ;Compound 8 inhibited cell growth in a concentration- and time-dependent manner with significant cytotoxicity, and the concentration required to inhibit growth by 50% (IC50) was 8.2 microM for 24 h. The cell cycle analysis indicated that compound 8 treated cells were arrested in the G2/M-phase and followed by apoptosis. Microscopic examination showed that treatment with compound 8 displayed typical morphological features of apoptotic cells, with cell shrinking and formation of apoptotic bodies.
3.Structural Characterization of Lignin from Maize ( Zea mays L.) Fibers: Evidence for Diferuloylputrescine Incorporated into the Lignin Polymer in Maize Kernels.
Del Río JC;Rencoret J;Gutiérrez A;Kim H;Ralph J J Agric Food Chem. 2018 May 2;66(17):4402-4413. doi: 10.1021/acs.jafc.8b00880. Epub 2018 Apr 24.
The structure of the phenolic polymer in maize grain fibers, with 5.5% Klason lignin content, has been studied. For this, the milled wood lignin (MWL) and dioxane lignin (DL) preparations were isolated and analyzed. The data indicated that the lignin in maize fibers was syringyl rich, mostly involved in β-aryl ether, resinol, and phenylcoumaran substructures. 2D NMR and derivatization followed by reductive cleavage (DFRC) also revealed the occurrence of associated ferulates together with trace amounts of p-coumarates acylating the γ-OH of lignin side chains, predominantly on S-lignin units. More interesting was the occurrence of diferuloylputrescine, a ferulic acid amide, which was identified by 2D NMR and comparison with a synthesized standard, that was apparently incorporated into this lignin. A phenylcoumaran structure involving a diferuloylputrescine coupled through 8-5' linkages to another diferuloylputrescine (or to a ferulate or a guaiacyl lignin unit) was found, providing compelling evidence for its participation in radical coupling reactions.
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CAS 61012-31-5 Ferulamide

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