46460-82-6Relevant academic research and scientific papers
Design, synthesis and anticancer mechanistic studies of linked azoles
Islam, Md. Amirul,Zhang, Yuqi,Wang, Yao,McAlpine, Shelli R.
supporting information, p. 300 - 305 (2015/03/30)
Herein we report the synthesis and biological activity evaluation of 2,4 linked azole-containing molecules. A total of 13 linked thiazole- and oxazole-containing compounds were synthesized in good yields. Cytotoxicity evaluation of those compounds showed
Synthesis of macrocycles that inhibit protein synthesis: Stereochemistry and structural based studies on sanguinamide B derivatives
Pietkiewicz, Adrian L.,Wahyudi, Hendra,McConnell, Jeanette R.,McAlpine, Shelli R.
supporting information, p. 6979 - 6982 (2015/02/05)
We report the synthesis of seven new sanguinamide B (SanB) analogues. Substitution of amino acids along the backbone of SanB and testing in HCT-116 colon cancer cell lines identified new biologically active SanB derivatives. These compounds establish a st
Mechanistic studies of sanguinamide B derivatives: A unique inhibitor of eukaryotic ribosomes
Tantisantisom, Worawan,Ramsey, Deborah M.,McAlpine, Shelli R.
supporting information, p. 4638 - 4641 (2013/10/08)
Described are mechanistic studies of two Sanguinamide B (San B) derivatives. These compounds were identified as eukaryotic ribosomal inhibitors. Two biotinylated San B derivatives were synthesized and used to capture protein targets in a pull-down assay.
A class of novel Schiff's bases: Synthesis, therapeutic action for chronic pain, anti-inflammation and 3D QSAR analysis
Zhou, Yinjian,Zhao, Ming,Wu, Yingting,Li, Chunyu,Wu, Jianhui,Zheng, Meiqing,Peng, Li,Peng, Shiqi
experimental part, p. 2165 - 2172 (2010/05/18)
To discover analgesics for treating chronic pain 17 novel Schiff's bases, N,N′-(Z-allylidene-1,3-diyl)bisamino acid methyl esters were prepared from 1,1,3,3,-tetramethoxypropane and amino acid methyl esters. On tail-flick mouse model 20 μmol/kg of these Schiff's bases were orally administered, the analgesic action started 30 min after administration, reached the maximum 120 min after administration, and at 180 min this action was still observed. On a xylene-induced ear edema mouse model 20 μmol/kg of these Schiff's bases exhibited desirable anti-inflammation. Thus the present Schiff's bases are able to treat chronic pain from inflammation. The effect of the side chains of the amino acid residues of these Schiff's bases on the analgesic activity was explained with 3D QSAR.
Synthesis of new oxathiazinane dioxides and their in vitro cancer cell growth inhibitory activity
Borcard, Fran?oise,Baud, Matthias,Bello, Claudia,Dal Bello, Giovanna,Grossi, Francesco,Pronzato, Paolo,Cea, Michele,Nencioni, Alessio,Vogel, Pierre
supporting information; experimental part, p. 5353 - 5356 (2010/11/04)
New oxathiazinane dioxides derived from d- and l-serine have been tested for their in vitro cell growth inhibitory activity toward SKBR3 breast cancer cells. Compound (R)-24 (R′ = BrCH2C6H 4-C6H4CH2) showed a cytotoxicity with IC50 ≈ 10 μM.
Efficient three-step sequence for the deamination of α-aminoesters. Application to the synthesis of CysLT1 antagonists
González, Alfredo,Pérez, Daniel,Puig, Carles,Ryder, Hamish,Sanahuja, Jordi,Solé, Laia,Bach, Jordi
supporting information; experimental part, p. 2750 - 2753 (2009/09/25)
A practical and efficient three-step sequence for the deamination of α-aminoesters is reported. This method is based on the NaBH4-mediated selective reduction of α-diazoesters to α-hydrazonoesters and has been successfully applied to the deamin
A microwave enhanced cross-metathesis approach to peptidomimetics
Morris, Thomas,Sandham, David,Caddick, Stephen
, p. 1025 - 1027 (2008/01/01)
Functionalization of amino acid C- and N-termini with appropriate olefinic moieties allows for the generation of a peptidomimetic via a stereoselective cross-metathesis. This journal is The Royal Society of Chemistry.
Stereospecific Synthesis of α-Deuteriated α-Amino Acids: Regiospecific Deuteriation of Chiral 3-Isopropyl-2,5-dimethoxy-3,6-dihydropyrazines
Rose, Janet E.,Leeson, Paul D.,Gani, David
, p. 157 - 166 (2007/10/02)
Base-catalysed deuteriation of (3R)- or (3S)-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazines in refluxing CH3O2H-2H2O gives the -isotopomer in excellent yields without disturbing the stereogenic centre at C-3.These compounds provide convenient and efficient access to a range of (R)- and (S)-α-deuteriated α-amino acids, including serine, aspartic acid, allylglycine and phenylalanine, via alkylation of the butyllithium generated C-6 anion.
Synthesis of the (α,α-difluoroalkyl)phosphonate analogue of phosphoserine
Berkowitz, David B.,Shen, Quanrong,Maeng, Jun-Ho
, p. 6445 - 6448 (2007/10/02)
The synthesis of the (α,α-difluoroalkyl)phosphonate analogue of L- phosphoserine, 5, in a form appropriate for solid phase peptide synthesis, is reported. Two independent routes are described, starting from L-serine or (R)-isopropylideneglycerol. In each case, PCF2-C bond formation is achieved by triflate displacement with diethyl lithiodifluoromethylphosphonate.
Chemoselective deprotection of benzyl esters in the presence of benzyl ethers, benzyloxymethyl ethers and N-benzyl groups by catalytic transfer hydrogenation
Bajwa
, p. 2299 - 2302 (2007/10/02)
-COOBn, -PO(OH)OBn, -O-CBz and N-CBz groups are efficiently and chemoselectively deprotected in the presence of Bn and BOM ethers and N-Bn groups by hydrogenolysis under catalytic transfer hydrogenation using 10% palladium on carbon as the catalyst and cyclohexadiene as the hydrogen donor.
