65167-29-5

Upstream product

• 530-59-6 trans-3,5-dimethoxy-4-hydroxycinnamic acid 
• 530-59-6 sinapinic acid 
• 1403598-97-9 (E)-sinapic acid 

Downstream Products

• 66701-59-5 3,6-bis-(4-acetoxy-3,5-dimethoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1,4-dione 
• 69854-18-8 2,6-Bis(3,4,5-trimethoxyphenyl)-3,7-dioxabicyclo<3.3.0>octane-4,8-dione 
• 26350-60-7 trans-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid 
• 1990-77-8 (+/-)-1c,4c-Bis-(4-acetoxy-3,5-dimethoxy-phenyl)-(3ar,6ac)-tetrahydro-furo[3,4-c]furan 
• 854460-29-0 1,4-bis(4-hydroxy-3,5-dimethoxyphenyl)-2,3-bis(hydroxymethyl)-1,4-butanediol 

Relevant academic research and scientific papers

Determination of free diferulic, disinapic and dicoumaric acids in plants and foods

Hydroxycinnamates are common phenolic compounds of plants and plant foods, often found in substantial quantities. Due to their high in vitro antioxidant activity they can easily be oxidized under oxidative conditions. In this study, we found that in vitro

Hydroxycinnamic acids as DNA-cleaving agents in the presence of Cu II ions: Mechanism, structure-activity relationship, and biological implications

The effectiveness of hydroxycinnamic acids (HCAs), that is, caffeic acid (CaA), chlorogenic acid (ChA), sinapic acid (SA), ferulic acid (FA), 3hydroxycinnamic acid (3-HCA), and 4hydroxycinnamic acid (4-HCA), as pBR322 plasmid DNA-cleaving agents in the pr

Novel tetrahydrofuran structures derived from β-β-coupling reactions involving sinapyl acetate in Kenaf lignins

Free radical coupling of sinapyl γ-acetate or cross-coupling between sinapyl acetate and sinapyl alcohol yields novel tetrahydrofuran β-β-(cross-)coupled dehydrodimers. Such substructures are therefore anticipated in naturally acetylated lignins, e.g. in Kenaf, if sinapyl acetate is a component of the lignin monomer pool. The DFRC (derivatization followed by reductive cleavage) method, modified by replacing all acetyl reagents and solvents with their propionyl analogs (DFRC′), allows the analysis of naturally acetylated lignins. DFRC′ treatment of the sinapyl acetate-derived dimers or crossed dimers gave diagnostic products that retain at least one acetate group on a sidechain γ-position; the products have been authenticated by comparison of their mass spectra and GC retention times with those of synthesized compounds. DFRC′ of Kenaf lignins produces the same diagnostic products as from the dimers, implicating the presence of the various tetrahydrofuran units in Kenaf lignins. With data from the model compounds in hand, NMR analysis of Kenaf lignins elegantly confirms the presence of such substructures in the polymer, establishing that acetates on Kenaf lignins arise through incorporation of sinapyl acetate, as a lignin precursor, via enzyme-mediated radical coupling mechanisms. The Royal Society of Chemistry 2008.

Stereochemistry of phellinsin A: A concise synthesis of α-arylidene-γ-lactones

Phellinsin A (1a) was prepared in a concise way, thereby elucidating the relative stereochemistry of the aryl and carboxylic acid groups in 1a. The synthesis employed selective monohydrolysis of the dilactones derived from oxidative dimerization of cinnamic acid derivatives. This approach provided a practical synthetic route to α-arylidene-γ-lactones. Copyright Taylor & Francis, Inc.