3054-58-8Relevant academic research and scientific papers
Efficient one-pot, three-component procedure to prepare new α-aminophosphonate and phosphonic acid acyclic nucleosides
Baddi, Laila,Ouzebla, Driss,El Mansouri, Az-Eddine,Smietana, Michael,Vasseur, Jean-Jacques,Lazrek, Hassan B.
, p. 43 - 67 (2020)
An efficient one-pot three-component Kabachnik–Fields reaction of aldehydes (acyclic nucleosides), amines (or amino acid), and triethyl phosphite proceeded for the synthesis of aminophosphonates using natural phosphate coated with iodine (I2@NP) as a catalyst. The novel α-aminophosphonate and phosphonic acid acyclic nucleosides were tested for their anti-HCV and anti-HIV activities. The molecular docking showed that the non-activity of these compounds could be due to the absence of hydrophobic pharmacophores.
Synthesis of polynucleotide analogs containing a polyvinyl alcohol backbone
Yu, Qiang,Carlsen, Per
, p. 701 - 715 (2008)
Water soluble homo-base polynucleotide analogues were synthesized in which polyvinyl alcohol and partially phosphonated polyvinyl alcohol constituted the backbones, onto which were grafted uracil or adenine via 1,3-dioxane spacers formed by acetal formation with the 1,3-diol moieties in PVA. The resulting adenine-PVA polynucleotide analogs exhibited hyperchromic effects, which was not the case for the corresponding uracil compounds. Mixtures of the adenine- and aracil PVA-phosphate polynucleotide analogs in solutions exhibited characteristic S-shaped UV-absorbance vs temperature and melting curves with melting points at approximately 40°C.
Synthesis of novel mimetics of CMP-sialic acid as the inhibitors of sialyltransferases
Tanaka, Toru,Ozawa, Machiko,Miura, Tsuyoshi,Inazu, Toshiyuki,Tsuji, Shuichi,Kajimoto, Tetsuya
, p. 1487 - 1490 (2007/10/03)
Novel mimetics of CMP-sialic acid were designed as the inhibitors of sialyltransferases. They were synthesized in a short step from a cytosine carrying β-hydroxy-α-L-amino acid based on the knowledge that nikkomycin, a peptidic derivative of an uracil carrying amino acid, shows a potent inhibitory activity toward N-acetyl-D-glucosaminyltransferases that employ UDP-N-acetyl-D-glucosamine as the donor substrate. The cytosine carrying β-hydroxyl-α-L-amino acid, a key intermediate in our synthetic strategy, was easily prepared by the L-threonine aldolase (LTA) catalyzed reaction.
