187655-56-7

Upstream product

• 65646-26-6 (Z)-N-feruloyltyramine 
• 66648-43-9 (E)-N-feruloyltyramine 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 118799-81-8 methyl (E)-3-<(2R*,3R*)-2,3-dihydro-7-methoxy-3-methoxycarbonyl-2-(3-methoxy-4-methoxymethoxyphenyl)-1-benzofuran-5-yl>propenoate 
• 2309-07-1 Methyl ferulate 
• 118799-80-7 (E)-methyl 3-<(2RS,3SR)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-3-methoxycarbonyl-1-benzofuran-5-yl>-1-propenoate 
• 51-67-2 tyrosamine 

Relevant academic research and scientific papers

Comparative analysis of stilbene and benzofuran neolignan derivatives as acetylcholinesterase inhibitors with neuroprotective and anti-inflammatory activities

Stilbenes and benzofuran neolignans are important groups of plant phenolics therefore they play a significant role in plants and human health. The objective of this study was to investigate the structure-activity relationships of naturally occurring stilbene and benzofuran neolignan derivatives as acetylcholinesterase inhibitors. A series of these compounds were prepared and assessed for their inhibition on acetylcholinesterase activity. δ-Viniferin, pterostilbene trans-dehydrodimer, pallidol, grossamide, and boehmenan exerted acetylcholinesterase inhibitory potential. The several oligomeric compounds protected against cell damage resulting from t-BHP exposure and inhibited lipopolysaccharide/interferon-gamma (LPS/IFNγ)-induced NO production in vitro. Our findings highlight the great potential of pterostilbene trans-dehydrodimer, pallidol, and boehmenan as multifunctional nutraceuticals for management of neurodegenerative diseases.

Dihydrobenzofuran Neolignanamides: Laccase-Mediated Biomimetic Synthesis and Antiproliferative Activity

The biomimetic synthesis of a small library of dihydrobenzofuran neolignanamides (the natural trans-grossamide (4) and the related compounds 21-28) has been carried out through an eco-friendly oxidative coupling reaction mediated by Trametes versicolor laccase. These products, after complete spectroscopic characterization, were evaluated for their antiproliferative activity against Caco-2 (colon carcinoma), MCF-7 (mammary adenocarcinoma), and PC-3 (prostate cancer) human cells, using an MTT bioassay. The racemic neolignamides (±)-21 and (±)-27, in being the most lipophilic in the series, were potently active, with GI50 values comparable to or even lower than that of the positive control 5-FU. The racemates were resolved through chiral HPLC, and the pure enantiomers were subjected to ECD measurements to establish their absolute configurations at C-2 and C-3. All enantiomers showed potent antiproliferative activity, with, in particular, a GI50 value of 1.1 μM obtained for (2R,3R)-21. The effect of (±)-21 on the Caco-2 cell cycle was evaluated by flow cytometry, and it was demonstrated that (±)-21 exerts its antiproliferative activity by inducing cell cycle arrest and apoptosis.

TERMITE ANTIFEEDANT ACTIVITY IN XYLOPIA AETHIOPICA

A heaxne extract of xylopia aethiopica fruits and an aqueous methanol extract of the seeds were studied for termite antifeedant activity against workers of the subterranean termite, Reticullitermes speratus.The crude extract, at1percent exhibited strong antifeedant activity in a choice filter paper disk bioassay.Bioassay-directed fractionation led to the isolation and identification of six ent-kaurane diterpenes in the hexane extract.Feeding deterrent activity varied significantly with the structures when the compounds were tested at concentrations ranging from 5000 ppm (40 μg cm-2) to 100 ppm (0.824 μg cm-2). (-)-Kaur-16-en-19-oic acid had the strongest termite antifeedants activity among the ent-kauranes isolated.Two phenolic amides and four lignanamides were also isolated from the aqueous methanolic extract of seeds.E-3-(4-hydroxy-3-methoxyphenyl)-N-2-2-propenamide was more active than E-3 (3,4-dihydroxyphenyl)-N-2-2-propenamide, whilst grossamide and the new lignanamide, demethylgrossamide, as well as (-)-cannabisins B and D exhibited potent feeding deterrent activity at 5000 ppm.The identity of these compounds was established by spectroscopic analysis and synthesis.Two synthetic amides, E-3-(3,4-methylenedioxyphenyl)-N-2- propenamide and E-3-(3,4-methylenedioxyphenyl)-N-2--2-propenamide were also tested for antifeedant activity. - Keywords: xylopia aethiopica; Annonaceae; seeds; fruits; Reticullitermes speratus; Isoptera; antifeedants; ent-kaurane diterpenes; phenolic amides; lignanamides.

A New Lignan Amide, Grossamide, from Bell Pepper (Capsicum annuum var. grossum)

Two new phenolic amides, grossamide (7) and N-cis-feruloyl tyramine (2), have been isolated from the roots of bell pepper (Capsicum annuum var. grossum) together with p-aminobenzaldehyde (1), N-trans-feruloyl tyramine (3), N-trans-p-coumaroyl tyramine (4), N-trans-feruloyl octopamine (5), and N-trans-p-coumaroyl octopamine.