Isolation synthesis and glycosidase inhibition profile of 3-epi-casuarine

3-epi-Casuarine, the first naturally occurring stereoisomer of casuarine, was isolated from Myrtus communis L. The glycosidase inhibition profile and NMR spectra of 3-epi-casuarine are compared with those of casuarine; the change in configuration at one of the six stereogenic centres causes a dramat...

Volledige beschrijving

Bibliografische gegevens
Hoofdauteurs:	Van Ameijde, J, Horne, G, Wormald, M, Dwek, R, Nash, R, Jones, P, Evinson, E, Fleet, G
Formaat:	Journal article
Taal:	English
Gepubliceerd in:	2006

Gelijkaardige items

3-epi-casuarine monohydrate
door: Newton, C, et al.
Gepubliceerd in: (2004)

3,7,7a-tri-epi-casuarine pentaacetate
door: Punzo, F, et al.
Gepubliceerd in: (2006)

CASUARINE - A VERY HIGHLY OXYGENATED PYRROLIZIDINE ALKALOID
door: Nash, R, et al.
Gepubliceerd in: (1994)

2-hydroxycastanopermines and casuarines from octonolactones
door: Bell, A, et al.
Gepubliceerd in: (1996)

Casuarine-6-α-D-glucoside from Casuarina equisetifolia and Eugenia jambolana
door: Wormald, MR, et al.
Gepubliceerd in: (1996)

IMINOHEPTITOLS AS GLYCOSIDASE INHIBITORS - SYNTHESIS OF, AND MANNOSIDASE AND FUCOSIDASE INHIBITION BY, ALPHA-HOMOMANNOJIRMYCIN AND 6-EPI-HOMOMANNOJIRMYCIN
door: Bruce, I, et al.
Gepubliceerd in: (1989)

Synthesis of casuarines [pentahydroxylated pyrrolizidines] by sodium hydrogen telluride-induced cyclisations of azidodimesylates
door: Bell, A, et al.
Gepubliceerd in: (1997)

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
door: Jenkinson, S, et al.
Gepubliceerd in: (2019)

Glycosidase-inhibiting pyrrolidine alkaloids from Hyacinthoides non-scripta
door: Watson, A, et al.
Gepubliceerd in: (1997)

Isolation of glycosidase-inhibiting hyacinthacines and related alkaloids from Scilla socialis.
door: Kato, A, et al.
Gepubliceerd in: (2007)

IMINOHEPTITOLS AS GLYCOSIDASE INHIBITORS - SYNTHESIS OF ALPHA-HOMOMANNOJIRIMYCIN, 6-EPI-ALPHA-HOMOMANNOJIRIMYCIN AND OF A HIGHLY SUBSTITUTED PIPECOLIC ACID
door: Bruce, I, et al.
Gepubliceerd in: (1992)

SYNTHESIS OF POLYHYDROXYLATED AMINO-COMPOUNDS AS GLYCOSIDASE INHIBITORS
door: Fleet, G
Gepubliceerd in: (1988)

SYNTHESIS OF AMINOSUGAR GLYCOSIDASE INHIBITORS FROM PLANTS
door: Fleet, G
Gepubliceerd in: (1991)

Novel 2-aryl-3,4,5-trihydroxypiperidines: Synthesis and glycosidase inhibition
door: Zhao, H, et al.
Gepubliceerd in: (2013)

Synthesis and glycosidase inhibition of broussonetine M and its analogues
door: Wu, Q, et al.
Gepubliceerd in: (2019)

The structural basis of the inhibition of human glycosidases by castanospermine analogues.
door: Winchester, BG, et al.
Gepubliceerd in: (1990)

AN ALTERNATIVE PROPOSAL FOR THE MODE OF INHIBITION OF GLYCOSIDASE ACTIVITY BY POLYHYDROXYLATED PIPERIDINES, PYRROLIDINES AND INDOLIZIDINES - IMPLICATIONS FOR THE MECHANISM OF ACTION OF SOME GLYCOSIDASES
door: Fleet, G
Gepubliceerd in: (1985)

SYNTHESIS OF POLYHYDROXYLATED PYRROLIDINES, PIPERIDINES, AND OCTAHYDROINDOLIZINES AS GLYCOSIDASE INHIBITORS
door: Fleet, G
Gepubliceerd in: (1989)

L-DMDP, L-homoDMDP and their C-3 fluorinated derivatives: synthesis and glycosidase-inhibition.
door: Li, Y, et al.
Gepubliceerd in: (2011)

Looking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitor
door: Hakansson, A, et al.
Gepubliceerd in: (2007)

Synthesis and glycosidase inhibition of the enantiomer of (-)-steviamine, the first example of a new class of indolizidine alkaloid.
door: Hu, X, et al.
Gepubliceerd in: (2010)

Synthesis and Glycosidase Inhibition of Broussonetine M and Its Analogues
door: Qing-Kun Wu, et al.
Gepubliceerd in: (2019-10-01)

Efficient synthesis from D-lyxonolactone of 2-acetamido-1,4-imino-1,2,4-trideoxy-L-arabinitol LABNAc, a potent pyrrolidine inhibitor of hexosaminidases
door: Rountree, J, et al.
Gepubliceerd in: (2007)

SYNTHESIS AND EFFECTS ON HUMAN LIVER GLYCOSIDASES OF 6-DEOXY-DMDP
door: Hughes, D, et al.
Gepubliceerd in: (1993)

GLYCOSIDASE INHIBITION BY PLANT ALKALOIDS WHICH ARE STRUCTURAL ANALOGS OF MONOSACCHARIDES
door: Evans, S, et al.
Gepubliceerd in: (1985)

Design, synthesis, and biological evaluation of enantiomeric beta-N-acetylhexosaminidase inhibitors LABNAc and DABNAc as potential agents against Tay-Sachs and Sandhoff disease.
door: Rountree, J, et al.
Gepubliceerd in: (2009)

Change in specificity of glycosidase inhibition by N-alkylation of amino sugars.
door: al Daher, S, et al.
Gepubliceerd in: (1989)

Sugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application
door: Asano, N, et al.
Gepubliceerd in: (2000)

First total synthesis of (+)-broussonetine W: Glycosidase inhibition of natural product andamp; analogs
door: Song, Y, et al.
Gepubliceerd in: (2017)

Homonojirimycin isomers and N-alkylated homonojirimycins: structural and conformational basis of inhibition of glycosidases.
door: Asano, N, et al.
Gepubliceerd in: (1998)

SYNTHESIS AND EFFECTS ON HUMAN LIVER GLYCOSIDASES OF SOME 6-DEOXYDMDP ANALOGS
door: Beacham, A, et al.
Gepubliceerd in: (1994)

Isolation and SAR studies of bicyclic iminosugars from Castanospermum australe as glycosidase inhibitors
door: Kato, A, et al.
Gepubliceerd in: (2015)

Isolation and SAR studies of bicyclic iminosugars from Castanospermum australe as glycosidase inhibitors.
door: Kato, A, et al.
Gepubliceerd in: (2015)

Synthesis of the naringinase inhibitors L-swainsonine and related 6-C-methyl-L-swainsonine analogues: (6R)-C-methyl-L-swainsonine is a more potent inhibitor of L-rhamnosidase by an order of magnitude than L-swainsonine
door: Hakansson, A, et al.
Gepubliceerd in: (2008)

Configurational and conformational analysis of highly oxygenated pyrrolizidines: definitive identification of same naturally occurring 7a-epi-alexines
door: Wormald, MR, et al.
Gepubliceerd in: (1998)

Chapter 13 Alkaloidal Glycosidase Inhibitors from Plants
door: Fellows, L, et al.
Gepubliceerd in: (1989)

Amino-sugar glycosidase inhibitors: versatile tools for glycobiologists.
door: Winchester, B, et al.
Gepubliceerd in: (1992)

IMINOHEPTITOLS AS GLYCOSIDASE INHIBITORS - SYNTHESIS OF AND SPECIFIC ALPHA-L-FUCOSIDASE INHIBITION BY BETA-L-HOMOFUCONOJIRIMYCIN AND 1-BETA-C-SUBSTITUTED DEOXYMANNOJIRIMYCINS
door: Fleet, G, et al.
Gepubliceerd in: (1989)

The inhibition profile of sesamol against α-glycosidase and acetylcholinesterase enzymes
door: Meryem Topal
Gepubliceerd in: (2019-01-01)

TETRAZOLES OF MANNO-PYRANOSES AND RHAMNO-PYRANOSES - INHIBITION OF GLYCOSIDASES BY TETRAZOLES AND OTHER MANNOSE MIMICS
door: Brandstetter, T, et al.
Gepubliceerd in: (1995)