Jaspine B (pachastrissamine) and 2-epi-jaspine B: synthesis and structural assignment

Jaspine B (pachastrissamine) and 2-epi-jaspine B: synthesis and structural assignment

Jaspine B (pachastrissamine), which was isolated in 2002, is a naturally occurring anhydrophytosphingosine which displays potent biological activity, and as such has attracted much attention from synthetic chemists in recent years, with 14 syntheses reported to date. This review delineates the isola...

Cur síos iomlán

Sonraí bibleagrafaíochta
Príomhchruthaitheoirí:	Abraham, E, Davies, S, Roberts, P, Russell, A, Thomson, J
Formáid:	Journal article
Teanga:	English
Foilsithe / Cruthaithe:	2008

Míreanna comhchosúla

Asymmetric synthesis of N,O,O,O-tetra-acetyl d-lyxo-phytosphingosine, jaspine B (pachastrissamine), 2-epi-jaspine B, and deoxoprosophylline via lithium amide conjugate addition.
de réir: Abraham, E, et al.
Foilsithe / Cruthaithe: (2008)

Concise synthesis of truncated pachastrissamine (jaspine B) and its enantiomer
de réir: S. Chandrasekhar, et al.
Foilsithe / Cruthaithe: (2006-06-01)

Asymmetric synthesis of N,O,O,O-tetra-acetyl D-lyxo-phytosphingosine, jaspine B (pachastrissamine) and its C(2)-epimer
de réir: Abraham, E, et al.
Foilsithe / Cruthaithe: (2007)

Pharmacokinetics of Jaspine B and Enhancement of Intestinal Absorption of Jaspine B in the Presence of Bile Acid in Rats
de réir: Min-Koo Choi, et al.
Foilsithe / Cruthaithe: (2017-09-01)

Stereodivergent synthesis of jaspine B and its isomers using a carbohydrate-derived alkoxyallene as C3-building block
de réir: Volker M. Schmiedel, et al.
Foilsithe / Cruthaithe: (2013-11-01)

Jaspine B induces nonapoptotic cell death in gastric cancer cells independently of its inhibition of ceramide synthase
de réir: Francesca Cingolani, et al.
Foilsithe / Cruthaithe: (2017-08-01)

Formulation, Characterization, and In Vitro/In Vivo Efficacy Studies of a Novel Liposomal Drug Delivery System of Amphiphilic Jaspine B for Treatment of Synovial Sarcoma
de réir: Sana Khajeh pour, et al.
Foilsithe / Cruthaithe: (2022-08-01)

Synthesis and Biological Evaluation of Carbocyclic Analogues of Pachastrissamine
de réir: Yongseok Kwon, et al.
Foilsithe / Cruthaithe: (2015-02-01)

Asymmetric syntheses of the 1-hydroxymethyl-2-hydroxy substituted pyrrolizidines (−)-macronecine, (−)-petasinecine, (−)-1-epi-macronecine, (+)-1-epi-petasinecine and (+)-2-epi-rosmarinecine
de réir: Brambilla, M, et al.
Foilsithe / Cruthaithe: (2016)

Synthesis of epi-chloranthalactones A, B, D and E
de réir: Fenlon, T, et al.
Foilsithe / Cruthaithe: (2018)

Polyhydroxylated pyrrolizidine alkaloids from transannular iodoaminations: application to the asymmetric syntheses of (-)-hyacinthacine A1, (-)-7a-epi-hyacinthacine A1, (-)-hyacinthacine A2, and (-)-1-epi-alexine.
de réir: Brock, E, et al.
Foilsithe / Cruthaithe: (2013)

(-)-Pseudodistomin E: First asymmetric synthesis and absolute configuration assignment
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2017)

(-)-(S)-Nakinadine B: first asymmetric synthesis.
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2012)

(-)-(2S,3R,Z)-Nakinadine A: first asymmetric synthesis and absolute configuration assignment.
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2014)

ASYMMETRIC-SYNTHESIS OF (-)-ACTINONIN AND (-)-EPI-ACTINONIN
de réir: Bashiardes, G, et al.
Foilsithe / Cruthaithe: (1993)

Asymmetric syntheses of (+)-negamycin, (+)-3-epi-negamycin and sperabillin C via lithium amide conjugate addition
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2011)

Total Synthesis and Stereochemical Assignment of Nostosin B
de réir: Xiaoji Wang, et al.
Foilsithe / Cruthaithe: (2017-02-01)

A diastereodivergent strategy for the asymmetric syntheses of (-)-martinellic acid and (-)-4-epi-martinellic acid
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2013)

8-epi-Salvinorin B: crystal structure and affinity at the κ opioid receptor
de réir: Thomas A. Munro, et al.
Foilsithe / Cruthaithe: (2007-01-01)

Asymmetric syntheses of (-)-3-epi-Fagomine, (2R,3S,4R)-dihydroxypipecolic acid, and several polyhydroxylated homopipecolic acids.
de réir: Csatayová, K, et al.
Foilsithe / Cruthaithe: (2014)

Diastereoselective Synthesis of (±)-epi-Subincanadine C
de réir: Manojkumar G. Kalshetti, et al.
Foilsithe / Cruthaithe: (2018-05-01)

Asymmetric syntheses of methyl N,O-diacetyl-D-3-epi-daunosaminide and methyl N,O-diacetyl-D-ristosaminide.
de réir: Csatayová, K, et al.
Foilsithe / Cruthaithe: (2013)

Asymmetric Syntheses of (+)-Preussin B, the C(2)-Epimer of (-)-Preussin B, and 3-Deoxy-(+)-preussin B.
de réir: Buchman, M, et al.
Foilsithe / Cruthaithe: (2016)

An enantiospecific synthesis of 5-epi-α-bulnesene
de réir: Zong, J, et al.
Foilsithe / Cruthaithe: (2023)

Improved unwarping of EPI images using regularised B0 maps
de réir: Jenkinson, M
Foilsithe / Cruthaithe: (2001)

Absolute configuration assignment by asymmetric syntheses of the homalium alkaloids (-)-(R,R,R)-hoprominol and (-)-(4'S,4″R,2‴R)-hopromalinol.
de réir: Davies, S, et al.
Foilsithe / Cruthaithe: (2012)

The B-book : assigning programs to meanings /
de réir: 255155 Abrial, Jean-Raymond
Foilsithe / Cruthaithe: (1996)

Stereoselective ammonium-directed epoxidation in the asymmetric syntheses of dihydroconduramines (–)-A-2, (–)-B-2, (–)-C-3 and (+)-F-3
de réir: Pinto, S, et al.
Foilsithe / Cruthaithe: (2017)

Isolation synthesis and glycosidase inhibition profile of 3-epi-casuarine
de réir: Van Ameijde, J, et al.
Foilsithe / Cruthaithe: (2006)

EpiBuilder: A Tool for Assembling, Searching, and Classifying B-Cell Epitopes
de réir: Renato Simões Moreira, et al.
Foilsithe / Cruthaithe: (2022-05-01)

Crystal Structures of Dipeptides Derived from the beta-Amino Acids (1R,2S)-2-Aminocyclopentanecarboxylic Acid and (1S,2R,3S)-2-Amino-3-methylcyclopentanecarboxylic Acid
de réir: Abraham, E, et al.
Foilsithe / Cruthaithe: (2011)

Crystal Structures of Dipeptides Derived from the β-Amino Acids (1 R,2 S)-2-Aminocyclopentanecarboxylic Acid and (1 S,2 R,3 S)-2-Amino-3-methylcyclopentanecarboxylic Acid
de réir: Abraham, E, et al.
Foilsithe / Cruthaithe: (2011)

Asymmetric synthesis of tetrahydrolipstatin and valilactone
de réir: Case-Green, S, et al.
Foilsithe / Cruthaithe: (2008)

Epi-α-Normality and Epi-β-Normality
de réir: Nadia Gheith, et al.
Foilsithe / Cruthaithe: (2021-01-01)

EPI-HYPOCYCLOIDS AND EPI-HYPOCYCLOIDAL CANAL SURFACES
de réir: Vyacheslav N Ivanov
Foilsithe / Cruthaithe: (2018-12-01)

Parallel kinetic resolution of methyl (RS)-5-tris(phenylthio)methyl-cyclopent-1-ene-carboxylate for the asymmetric synthesis of (1R,2S,5S)and (1S,2R,5R)-5-methyl-cispentacin
de réir: Abraham, E, et al.
Foilsithe / Cruthaithe: (2008)

Unprecedented Epimerization of an Azithromycin Analogue: Synthesis, Structure and Biological Activity of 2′-Dehydroxy-5″-Epi-Azithromycin
de réir: Goran Kragol, et al.
Foilsithe / Cruthaithe: (2022-02-01)

Parallelization of the B static traffic assignment algorithm
de réir: Tomas Potuzak, et al.
Foilsithe / Cruthaithe: (2022-03-01)

Quantification of gene-specific methylation of DNMT3B and MTHFR using sequenom EpiTYPER®
de réir: Vikki Ho, et al.
Foilsithe / Cruthaithe: (2016-03-01)

Synthesis of Cystine-Stabilised Dicarba Conotoxin EpI: Ring-Closing Metathesis of Sidechain Deprotected, Sulfide-Rich Sequences
de réir: Amy L. Thomson, et al.
Foilsithe / Cruthaithe: (2023-06-01)