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Items: 1 to 20 of 28

1.

Isolation from Stevia rebaudiana of DMDP acetic acid, a novel iminosugar amino acid: synthesis and glycosidase inhibition profile of glycine and β-alanine pyrrolidine amino acids.

Martínez RF, Jenkinson SF, Nakagawa S, Kato A, Wormald MR, Fleet GWJ, Hollinshead J, Nash RJ.

Amino Acids. 2019 Jul;51(7):991-998. doi: 10.1007/s00726-019-02730-5. Epub 2019 May 11.

PMID:
31079215
2.

In silico analyses of essential interactions of iminosugars with the Hex A active site and evaluation of their pharmacological chaperone effects for Tay-Sachs disease.

Kato A, Nakagome I, Nakagawa S, Kinami K, Adachi I, Jenkinson SF, Désiré J, Blériot Y, Nash RJ, Fleet GWJ, Hirono S.

Org Biomol Chem. 2017 Nov 15;15(44):9297-9304. doi: 10.1039/c7ob02281f.

PMID:
28959811
3.

Synthesis of pyrrolidine-based analogues of 2-acetamidosugars as N-acetyl-D-glucosaminidase inhibitors.

Tran AT, Luo B, Jagadeesh Y, Auberger N, Désiré J, Nakagawa S, Kato A, Zhang Y, Blériot Y, Sollogoub M.

Carbohydr Res. 2015 May 29;409:56-62. doi: 10.1016/j.carres.2015.02.014. Epub 2015 Mar 10.

PMID:
25950121
4.

Synthesis of the enantiomers of XYLNAc and LYXNAc: comparison of β-N-acetylhexosaminidase inhibition by the 8 stereoisomers of 2-N-acetylamino-1,2,4-trideoxy-1,4-iminopentitols.

Crabtree EV, Martínez RF, Nakagawa S, Adachi I, Butters TD, Kato A, Fleet GW, Glawar AF.

Org Biomol Chem. 2014 Jun 21;12(23):3932-43. doi: 10.1039/c4ob00097h.

PMID:
24802185
5.

Docking and SAR studies of calystegines: binding orientation and influence on pharmacological chaperone effects for Gaucher's disease.

Kato A, Nakagome I, Nakagawa S, Koike Y, Nash RJ, Adachi I, Hirono S.

Bioorg Med Chem. 2014 Apr 15;22(8):2435-41. doi: 10.1016/j.bmc.2014.02.057. Epub 2014 Mar 12.

PMID:
24657053
6.

Nine of 16 stereoisomeric polyhydroxylated proline amides are potent β-N-acetylhexosaminidase inhibitors.

Ayers BJ, Glawar AF, Martínez RF, Ngo N, Liu Z, Fleet GW, Butters TD, Nash RJ, Yu CY, Wormald MR, Nakagawa S, Adachi I, Kato A, Jenkinson SF.

J Org Chem. 2014 Apr 18;79(8):3398-409. doi: 10.1021/jo500157p. Epub 2014 Apr 7.

PMID:
24641544
7.

Iteamine, the first alkaloid isolated from Itea virginica L. inflorescence.

Ayers BJ, Hollinshead J, Saville AW, Nakagawa S, Adachi I, Kato A, Izumori K, Bartholomew B, Fleet GW, Nash RJ.

Phytochemistry. 2014 Apr;100:126-31. doi: 10.1016/j.phytochem.2014.01.012. Epub 2014 Feb 14.

PMID:
24534106
8.

Glucosylceramide mimics: highly potent GCase inhibitors and selective pharmacological chaperones for mutations associated with types 1 and 2 Gaucher disease.

Schönemann W, Gallienne E, Ikeda-Obatake K, Asano N, Nakagawa S, Kato A, Adachi I, Górecki M, Frelek J, Martin OR.

ChemMedChem. 2013 Nov;8(11):1805-17. doi: 10.1002/cmdc.201300327. Epub 2013 Oct 2.

PMID:
24115322
9.

Synthesis of eight stereoisomers of pochonicine: nanomolar inhibition of β-N-acetylhexosaminidases.

Zhu JS, Nakagawa S, Chen W, Adachi I, Jia YM, Hu XG, Fleet GW, Wilson FX, Nitoda T, Horne G, van Well R, Kato A, Yu CY.

J Org Chem. 2013 Oct 18;78(20):10298-309. doi: 10.1021/jo401694e. Epub 2013 Sep 30.

PMID:
24032658
10.

Synthesis and biological evaluation of N-(2-fluorophenyl)-2β-deoxyfuconojirimycin acetamide as a potent inhibitor for α-l-fucosidases.

Kato A, Okaki T, Ifuku S, Sato K, Hirokami Y, Iwaki R, Kamori A, Nakagawa S, Adachi I, Kiria PG, Onomura O, Minato D, Sugimoto K, Matsuya Y, Toyooka N.

Bioorg Med Chem. 2013 Nov 1;21(21):6565-73. doi: 10.1016/j.bmc.2013.08.028. Epub 2013 Aug 24.

PMID:
24026016
11.

An approach to 8 stereoisomers of homonojirimycin from (D)-glucose via kinetic & thermodynamic azido-γ-lactones.

Glawar AF, Jenkinson SF, Newberry SJ, Thompson AL, Nakagawa S, Yoshihara A, Akimitsu K, Izumori K, Butters TD, Kato A, Fleet GW.

Org Biomol Chem. 2013 Sep 25;11(40):6886-99. doi: 10.1039/c3ob41334a.

PMID:
23963282
12.

C-branched iminosugars: α-glucosidase inhibition by enantiomers of isoDMDP, isoDGDP, and isoDAB-L-isoDMDP compared to miglitol and miglustat.

Jenkinson SF, Best D, Saville AW, Mui J, Martínez RF, Nakagawa S, Kunimatsu T, Alonzi DS, Butters TD, Norez C, Becq F, Blériot Y, Wilson FX, Weymouth-Wilson AC, Kato A, Fleet GW.

J Org Chem. 2013 Aug 2;78(15):7380-97. doi: 10.1021/jo4005487. Epub 2013 Jun 5.

PMID:
23688199
13.

Skeletal rearrangement of seven-membered iminosugars: synthesis of (-)-adenophorine, (-)-1-epi-adenophorine and derivatives and evaluation as glycosidase inhibitors.

Mondon M, Lecornué F, Guillard J, Nakagawa S, Kato A, Blériot Y.

Bioorg Med Chem. 2013 Aug 15;21(16):4803-12. doi: 10.1016/j.bmc.2013.03.035. Epub 2013 Apr 2.

PMID:
23611766
14.

(3R,4S,5R,6R,7S)-3,4,5,7-Tetrahydroxyconidine, an azetidine analogue of 6,7-diepicastanospermine and a conformationally constrained d-deoxyaltronojirimycin, from l-arabinose.

Martínez RF, Araújo N, Jenkinson SF, Nakagawa S, Kato A, Fleet GW.

Bioorg Med Chem. 2013 Aug 15;21(16):4813-9. doi: 10.1016/j.bmc.2013.03.004. Epub 2013 Mar 13.

PMID:
23545138
15.

3-Hydroxyazetidine carboxylic acids: non-proteinogenic amino acids for medicinal chemists.

Glawar AF, Jenkinson SF, Thompson AL, Nakagawa S, Kato A, Butters TD, Fleet GW.

ChemMedChem. 2013 Apr;8(4):658-66. doi: 10.1002/cmdc.201200541. Epub 2013 Mar 6.

PMID:
23468173
16.

General synthesis of sugar-derived azepane nitrones: precursors of azepane iminosugars.

Zhao WB, Nakagawa S, Kato A, Adachi I, Jia YM, Hu XG, Fleet GW, Wilson FX, Horne G, Yoshihara A, Izumori K, Yu CY.

J Org Chem. 2013 Apr 5;78(7):3208-21. doi: 10.1021/jo400130p. Epub 2013 Mar 11.

PMID:
23458237
17.

Synthesis from D-altrose of (5R,6R,7R,8S)-5,7-dihydroxy-8-hydroxymethylconidine and 2,4-dideoxy-2,4-imino-D-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-D-mannitol.

Araújo N, Jenkinson SF, Martínez RF, Glawar AF, Wormald MR, Butters TD, Nakagawa S, Adachi I, Kato A, Yoshihara A, Akimitsu K, Izumori K, Fleet GW.

Org Lett. 2012 Aug 17;14(16):4174-7. Epub 2012 Jul 27.

PMID:
22839435
18.

Scalable syntheses of both enantiomers of DNJNAc and DGJNAc from glucuronolactone: the effect of N-alkylation on hexosaminidase inhibition.

Glawar AF, Best D, Ayers BJ, Miyauchi S, Nakagawa S, Aguilar-Moncayo M, García Fernández JM, Ortiz Mellet C, Crabtree EV, Butters TD, Wilson FX, Kato A, Fleet GW.

Chemistry. 2012 Jul 23;18(30):9341-59. doi: 10.1002/chem.201200110. Epub 2012 Jun 26.

PMID:
22736508
19.

Eight stereoisomers of homonojirimycin from D-mannose.

Lenagh-Snow GM, Jenkinson SF, Newberry SJ, Kato A, Nakagawa S, Adachi I, Wormald MR, Yoshihara A, Morimoto K, Akimitsu K, Izumori K, Fleet GW.

Org Lett. 2012 Apr 20;14(8):2050-3. doi: 10.1021/ol3005744. Epub 2012 Apr 3.

PMID:
22472134
20.

Inhibition of nonmammalian glycosidases by azetidine iminosugars derived from stable 3,5-di-O-triflates of pentoses.

Lenagh-Snow GM, Araujo N, Jenkinson SF, Rutherford C, Nakagawa S, Kato A, Yu CY, Weymouth-Wilson AC, Fleet GW.

Org Lett. 2011 Nov 4;13(21):5834-7. doi: 10.1021/ol2024482. Epub 2011 Oct 10.

PMID:
21985023

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