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66 results

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Page 1
Willardiine and Its Synthetic Analogues: Biological Aspects and Implications in Peptide Chemistry of This Nucleobase Amino Acid.
Palumbo R, Omodei D, Vicidomini C, Roviello GN. Palumbo R, et al. Pharmaceuticals (Basel). 2022 Oct 10;15(10):1243. doi: 10.3390/ph15101243. Pharmaceuticals (Basel). 2022. PMID: 36297355 Free PMC article. Review.
Several analogues and derivatives of willardiine have been synthesised in the laboratory in the last decades and these compounds show different binding affinities for the non-NMDA receptors. ...A particular importance should be recognized to willardiine and its thym …
Several analogues and derivatives of willardiine have been synthesised in the laboratory in the last decades and these compounds show …
Biochemistry of plants N-heterocyclic non-protein amino acids.
Negi VS, Pal A, Borthakur D. Negi VS, et al. Amino Acids. 2021 Jun;53(6):801-812. doi: 10.1007/s00726-021-02990-0. Epub 2021 May 5. Amino Acids. 2021. PMID: 33950299 Review.
These N-heterocyclic non-protein amino acids are composed of beta-substituted alanines and include mimosine, beta-pyrazol-1-yl-L-alanine, willardiine, isowillardiine, and lathyrine. These beta-substituted alanines consisted of an N-heterocyclic moiety and an alanyl side ch …
These N-heterocyclic non-protein amino acids are composed of beta-substituted alanines and include mimosine, beta-pyrazol-1-yl-L-alanine, …
New insight into nucleo α-amino acids - Synthesis and SAR studies on cytotoxic activity of β-pyrimidine alanines.
Ignatowska J, Mironiuk-Puchalska E, Grześkowiak P, Wińska P, Wielechowska M, Bretner M, Karatsai O, Rędowicz MJ, Koszytkowska-Stawińska M. Ignatowska J, et al. Bioorg Chem. 2020 Jul;100:103864. doi: 10.1016/j.bioorg.2020.103864. Epub 2020 May 15. Bioorg Chem. 2020. PMID: 32446118 Free article.
Three series of the beta-pyrimidine alanines, including willardiine - a naturally occurring amino acid, were prepared from the l-serine-derived sulfamidates. ...Compound 3d, the ethyl ester of willardiine, featured activity toward binding domain hHS1S2I of the GluR2 …
Three series of the beta-pyrimidine alanines, including willardiine - a naturally occurring amino acid, were prepared from the l-seri …
A quantum biochemistry investigation of willardiine partial agonism in AMPA receptors.
Lima Neto JX, Fulco UL, Albuquerque EL, Corso G, Bezerra EM, Caetano EW, da Costa RF, Freire VN. Lima Neto JX, et al. Phys Chem Chem Phys. 2015 May 21;17(19):13092-103. doi: 10.1039/c4cp05630b. Phys Chem Chem Phys. 2015. PMID: 25915595
We employ quantum biochemistry methods based on the Density Functional Theory (DFT) approach to unveil the detailed binding energy features of willardiines co-crystallized with the AMPA receptor. Our computational results demonstrate that the total binding energies of fluo …
We employ quantum biochemistry methods based on the Density Functional Theory (DFT) approach to unveil the detailed binding energy features …
Structural requirements for novel willardiine derivatives acting as AMPA and kainate receptor antagonists.
More JC, Troop HM, Dolman NP, Jane DE. More JC, et al. Br J Pharmacol. 2003 Mar;138(6):1093-100. doi: 10.1038/sj.bjp.0705148. Br J Pharmacol. 2003. PMID: 12684265 Free PMC article.
1. The natural product willardiine is an AMPA receptor agonist. We have examined the structural changes required to convert willardiine into an antagonist at AMPA and kainate receptors. ...Blocking ionisation of the uracil ring by adding a methyl group to the N(3) p …
1. The natural product willardiine is an AMPA receptor agonist. We have examined the structural changes required to convert willar …
3-hydroxypyridazine 1-oxides as carboxylate bioisosteres: a new series of subtype-selective AMPA receptor agonists.
Greenwood JR, Mewett KN, Allan RD, Martín BO, Pickering DS. Greenwood JR, et al. Neuropharmacology. 2006 Jul;51(1):52-9. doi: 10.1016/j.neuropharm.2006.02.013. Epub 2006 Apr 24. Neuropharmacology. 2006. PMID: 16631211
Three positional isomers (compounds 1, 2, and 3) of 1-uracilylalanine (willardiine) based on a 3-hydroxypyridazine 1-oxide scaffold with an alanine side-chain at positions 4 (1), 5 (2) or 6 (3) were tested for binding to recombinant homomeric AMPA receptor (AMPA-R) subtype …
Three positional isomers (compounds 1, 2, and 3) of 1-uracilylalanine (willardiine) based on a 3-hydroxypyridazine 1-oxide scaffold w …
Synthesis of willardiine and 6-azawillardiine analogs: pharmacological characterization on cloned homomeric human AMPA and kainate receptor subtypes.
Jane DE, Hoo K, Kamboj R, Deverill M, Bleakman D, Mandelzys A. Jane DE, et al. J Med Chem. 1997 Oct 24;40(22):3645-50. doi: 10.1021/jm9702387. J Med Chem. 1997. PMID: 9357531
Both willardiine and azawillardiine analogs (18-28) have been reported to be potent and selective agonists for either AMPA or kainate receptors. We report here the novel synthesis and pharmacological characterization of a range of willardiine (18-23) and 6-azawillar …
Both willardiine and azawillardiine analogs (18-28) have been reported to be potent and selective agonists for either AMPA or kainate …
Structure-activity relationship studies on N3-substituted willardiine derivatives acting as AMPA or kainate receptor antagonists.
Dolman NP, More JC, Alt A, Knauss JL, Troop HM, Bleakman D, Collingridge GL, Jane DE. Dolman NP, et al. J Med Chem. 2006 Apr 20;49(8):2579-92. doi: 10.1021/jm051086f. J Med Chem. 2006. PMID: 16610801
N3-substitution of the uracil ring of willardiine with a variety of carboxyalkyl or carboxybenzyl substituents produces AMPA and kainate receptor antagonists. ...
N3-substitution of the uracil ring of willardiine with a variety of carboxyalkyl or carboxybenzyl substituents produces AMPA and kain …
Synthesis and pharmacology of willardiine derivatives acting as antagonists of kainate receptors.
Dolman NP, Troop HM, More JC, Alt A, Knauss JL, Nistico R, Jack S, Morley RM, Bortolotto ZA, Roberts PJ, Bleakman D, Collingridge GL, Jane DE. Dolman NP, et al. J Med Chem. 2005 Dec 1;48(24):7867-81. doi: 10.1021/jm050584l. J Med Chem. 2005. PMID: 16302825
The natural product willardiine (8) is an AMPA receptor agonist while 5-iodowillardiine (10) is a selective kainate receptor agonist. In an attempt to produce antagonists of kainate and AMPA receptors analogues of willardiine with substituents at the N3 position of …
The natural product willardiine (8) is an AMPA receptor agonist while 5-iodowillardiine (10) is a selective kainate receptor agonist. …
66 results