Milovanovic, Jelena; Gunduz, Miyase Gozde; Zerva, Anastasia; Petkovic, Milos; Beskoski, Vladimir; Thomaidis, Nikolaos S.; Topakas, Evangelos; Nikodinovic-Runic, Jasmina published their research in Catalysts in 2021. The article was titled ãSynthesis and laccase-mediated oxidation of new condensed 1,4-dihydropyridine derivativesã?SDS of cas: 100-83-4 The article contains the following contents:
Herein the synthesis and laccase mediated oxidation of six novel 1,4-dihydropyridine-based hexahydroquinolines I [R1 = OH, R2 = H; R1 = R2 = OH; R1 = NO2, R2 = OH] and decahydroacridines II was described. Different laccase enzymes was employed with varying redox potential to convert I and II to the corresponding pyridine-containing tetrahydroquinoline and octahydroacridine derivatives, resp. Intensively colored products were detected in all biocatalytic reactions using laccase from Trametes versicolor (TvLacc), possibly due to the presence of conjugated chromophores formed in products after oxidation The NMR assessment confirmed that the oxidation product of I [R1 = OH, R2 = H] was its corresponding pyridine-bearing tetrahydroquinoline derivative Laccase from Bacillus subtillis was the most efficient enzyme for this group of substrates using HPLC assessment. Overall, it could be concluded that I [R1 = R2 = OH] and II [R1 = R2 = OH], bearing catecholic structures, were easily oxidized by all tested laccases, while I [R1 = NO2, R2 = OH] and II [R1 = NO2, R2 = OH] containing electron-withdrawing nitro-groups are not readily oxidized by laccases. Compound I [R1 = OH, R2 = H] with decahydroacridine moiety consisting of three condensed six-membered rings that contribute not only to the volume but also to the higher redox potential of the substrate rendered this compound not to be biotransformed with any of the mentioned enzymes. Overall, we showed that multiple anal. approaches were needed in order to assess biocatalytical reactions. After reading the article, we found that the author used 3-Hydroxybenzaldehyde(cas: 100-83-4SDS of cas: 100-83-4)
3-Hydroxybenzaldehyde(cas: 100-83-4) can be used as a reactant along with ethyl acetoacetate and thiourea in the synthesis of corresponding dihydropyrimidine-2-thione (monastrol), using Yb(OTf)3 as a catalyst by Biginelli cyclocondensation reaction.SDS of cas: 100-83-4
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