70120-40-0Relevant articles and documents
Gram-scale preparation of the antibiotic lead compound salicyl-AMS, a potent inhibitor of bacterial salicylate adenylation enzymes
Kinarivala, Nihar,Standke, Lisa C.,Guney, Tezcan,Ji, Cheng,Noguchi, Naoyoshi,Asano, Yasutomi,Tan, Derek S.
, p. 69 - 87 (2020)
Salicyl-AMS (1) is a potent inhibitor of salicylate adenylation enzymes used in bacterial siderophore biosynthesis and a promising lead compound for the treatment of tuberculosis. An optimized, multigram synthesis is presented, which provides salicyl-AMS as its sodium salt (1·Na) in three synthetic steps followed by a two-step salt formation process. The synthesis proceeds in 11.6% overall yield from commercially available adenosine 2′,3′-acetonide and provides highly purified material.
IMMEDIATE-RELEASE ABUSE DETERRENT COMPOSITIONS OR MEDICAMENTS FOR TREATING PAIN, ADD, ADHD AND OTHER SYNDROMES OR DISORDERS
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Sheet 5, (2018/04/27)
The presently described technology provides one or more compositions, preferably one or more immediate-release profile compositions, comprising aryl carboxylic acids chemically conjugated to hydrocodone (morphinan-6-one, 4,5- alpha-epoxy-3-methoxy-17-meth
Synthesis of Oxorhenium(V) and Oxotechnetium(V) Complexes That Bind to Amyloid-β Plaques
Hayne, David J.,White, Jonathan M.,McLean, Catriona A.,Villemagne, Victor L.,Barnham, Kevin J.,Donnelly, Paul S.
, p. 7944 - 7953 (2016/08/24)
Alzheimer's disease is characterized by the presence of amyloid plaques in the brain. The primary constituents of the plaques are aggregated forms of the amyloid-β (Aβ) peptide. With the goal of preparing technetium-99m complexes that bind to Aβ plaques with the potential to be diagnostic imaging agents for Alzheimer's disease, new tetradentate ligands capable of forming neutral and lipophilic complexes with oxotechentium(V) and oxorhenium(V) were prepared. Nonradioactive isotopes of technetium are not available so rhenium was used as a surrogate for exploratory chemistry. Two planar tetradentate N3O ligands were prepared that form charge-neutral complexes with oxorhenium(v) as well as a ligand featuring a styrylpyridyl functional group designed to bind to Aβ plaques. All three ligands formed complexes with oxorhenium(V), and each complex was characterized by NMR spectroscopy, mass spectrometry, and X-ray crystallography. The oxorhenium(V) complex with a styrylpyridyl functional group binds to Aβ plaques present in post-mortem human brain tissue. The chemistry was extrapolated to technetium-99m at the tracer level for two of the ligands. The resulting oxotechnetium(V) complexes were sufficiently lipophilic and charge-neutral to suggest that they have the potential to cross the blood-brain barrier but exhibited modest stability with respect to exchange with histidine. The chemistry presented here identifies a strategy to integrate styrylpyridyl functional groups into tetradentate ligands capable of forming complexes with [M=O]3+ cores (M = Re or Tc).
Novel fluorescent risedronates: Synthesis, photodynamic inactivation and imaging of Bacillus subtilis
Zhou, Li-Sheng,Yang, Ke-Wu,Feng, Lei,Xiao, Jian-Min,Liu, Cheng-Cheng,Zhang, Yi-Lin,Crowder, Michael W.
supporting information, p. 949 - 954 (2013/03/14)
Novel fluorescently-labeled conjugates of risedronate were synthesized using an epoxide linker, enabling conjugation of risedronate via its pyridyl nitrogen with the aromatic succinimidyl esters. The compounds were characterized by using 1H NMR, 13C NMR, 31P NMR, UV-vis and fluorescence emission spectroscopies. Biological activity assays showed that the conjugates 14 and 15 exhibited photodynamic inactivation of Bacillus subtilis (ATCC 6633) with 91% and 47% bacterial lethality at 10 μM upon visible light irradiation, respectively. Both 14 and 15 could be also used for fluorescence imaging of Bacillus subtilis.
Effect of the mimic structure on the molecular recognition properties of molecularly imprinted polymers for ochratoxin A prepared by a fragmental approach
Baggiani, Claudio,Biagioli, Flavia,Anfossi, Laura,Giovannoli, Cristina,Passini, Cinzia,Giraudi, Gianfranco
, p. 833 - 837 (2013/07/19)
In this work the fragmental approach was used to prepare several molecularly imprinted ethylene dimethacrylate-co-methacrylic acid polymers with molecular recognition towards the mycotoxin ochratoxin A, with the aim of searching for simpler mimic template
Sialyltransferase inhibitors: Consideration of molecular shape and charge/hydrophobic interactions
Kumar, Rishi,Nasi, Ravindranath,Bhasin, Milan,Khieu, Nam Huan,Hsieh, Margaret,Gilbert, Michel,Jarrell, Harold,Zou, Wei,Jennings, Harold J.
, p. 45 - 55 (2013/10/21)
In order to evaluate the importance of molecular shape of inhibitor molecules and the charge/H-bond and hydrophobic interactions, we synthesized three types of molecules and tested them against a sialyltransferase. The first type of compounds were designe
Pyridylthiourea-grafted polyethylenimine offers an effective assistance to siRNA-mediated gene silencing in vitro and in vivo
Creusat, Gaelle,Thomann, Jean-Sébastien,Maglott, Anne,Pons, Bénédicte,Dontenwill, Monique,Guérin, Eric,Frisch, Benoit,Zuber, Guy
experimental part, p. 418 - 426 (2012/06/17)
Success of synthetic interfering nucleic acids (siRNAs)-based therapy relies almost exclusively on effective, safe and preferably nanometric delivery systems which can be easily prepared, even at high concentrations. We prepared by chemical synthesis vari
New bitter-masking compounds: Hydroxylated benzoic acid amides of aromatic amines as structural analogues of homoeriodictyol
Ley, Jakob P.,Blings, Maria,Paetz, Susanne,Krammer, Gerhard E.,Bertram, Heinz-Jurgen
, p. 8574 - 8579 (2008/02/02)
Starting from the known bitter-masking flavanones eriodictyol and homoeriodictyol from herba santa some structurally related hydroxybenzoic acid amides of benzylamines were synthesized and evaluated as masking agents toward bitterness of caffeine by senso
PHOTOREACTIONS OF 4- AND 3-AZIDOCOUMARINS IN THE PRESENCE OF NUCLEOPHILES
Ito, Keiichi,Higuchi, Yukako,Tame, Chika,Hariya, Junko
, p. 937 - 947 (2007/10/02)
The photoreactions of 4-azidocoumarins (1) and 3-azidocoumarin (2) in the presence of nucleophiles such as alcohols, thiol or amines generally gave 4-substituted 3-amino- and/or 3-substituted 4-aminocoumarins, while pyrone ring fission with incorporation of two moles of nucleophile was observed in the reaction of 1 in the presence of primary or secondary aliphatic amine as a nucleophile.Plausible mechanisms for these reactions are suggested.
