138772-68-6Relevant academic research and scientific papers
Organobase-catalyzed amidation of esters with amino alcohols
Caldwell, Nicola,Jamieson, Craig,Simpson, Iain,Tuttle, Tell
supporting information, p. 2506 - 2509 (2013/06/27)
A base-mediated procedure for the amidation of unactivated esters with amino alcohols is reported. Optimization and exemplification of the catalytic process are described, furnishing products in 40-100% isolated yield.
Design and synthesis of new N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides as anti-inflammatory agents
Yen, Chiao-Ting,Hwang, Tsong-Long,Wu, Yang-Chang,Hsieh, Pei-Wen
experimental part, p. 1933 - 1940 (2009/09/27)
Twenty-four new dipeptide analogs (1-24) of aurantiamide acetate were designed, synthesized, and assayed for effects on superoxide anion generation and elastase release by human neutrophils in response to fMLP/CB. Among them, seven N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides (6, 9, 12, 14, 17, 18 and 20) showed potent inhibitory effects. Compounds 9 and 18 showed the most selective effects against human neutrophil elastase release, with IC50 values of 0.8 ± 0.1 and 1.7 ± 0.6 μM, respectively, and were 130-fold more potent than phenylmethylsulfonyl fluoride (PMSF), the positive control, in this anti-inflammatory assay. These two compounds could be developed as new lead anti-inflammatory agents.
Simple Peptides. VII. The Chemical Conversions of C-Terminal α-Amino Acids in Peptides into Unsubstituted or 2-Substituted Taurine via S-Acetylthio- or Halogeno-Intermediates
Higashiura, Kunihiko,Ienaga, Kazuharu
, p. 1901 - 1921 (2007/10/02)
The syntheses of ten dipeptides 5a-c, e, f, h-j, l and m, containing taurine or its 2-substituted derivatives, are described: C-terminal a-amino acids in the dipeptides were chemically converted to the taurines by two main routes.One involves the successive conversion of N-tert-butoxycarbonyl(Boc)-protected dipeptide esters 1 into the 2-(Boc-aminoacyl)aminoethanols 2 and thence into their acetylthio derivatives 4 via β-bromoethylamides 3, followed by the performic acid oxidation of the acetylthio into a sulpho group to give the deprotected taurine dipeptides 5.In the other, 2 was converted into 5 using the substitution reaction of a sulpho group for a halogen or mesyl group via the corresponding β-halogenoethyl or β-(methanesulphonyl)-oxyethyl amides, 3,9 or 7.The preparation of intrinsic γ-L-Glu-Tau (glutaurine) 12a and its D-isomer 12b from the acetylthio derivatives 11a and 11b by performic acid oxidation is also described as examples of the use of S-acetylcysteamine for a taurine precursor.
A DIPEPTIDE DERIVATIVE FROM HYPERICUM JAPONICUM
Ishiguro, Kyoko,Nagata, Satoko,Fukumoto, Hisae,Yamaki, Masae,Takagi, Shuzo,Isoi, Koichiro
, p. 3639 - 3642 (2007/10/02)
The structure of a novel peptide analogue saropeptate, N-benzoyl-L-phenylalanyl-L-phenylalaninol acetate, isolated from the whole plant of H. japonicum was elucidated by spectroscopic analysis and its absolute configuration determined by comparison with four synthetic diastereoisomers.Key Word Index - Hypericum japonicum; Guttiferae; dipeptide derivative; N-benzoyl-L-phenylalanyl-L-phenylalaninol acetate.
