867150-63-8

Upstream product

• 100-39-0 benzyl bromide 
• 853056-96-9 N-[(R)-α-methylbenzyl]-(2S)-aziridine-(N'-methoxy-N'-methyl)carboxamide 
• 397849-98-8 N-[(R)-(+)-α-methylbenzyl]aziridine-2-(S)-carboxylic acid menthyl ester 

Downstream Products

• 867150-78-5 (R)-2-Phenyl-1-[(S)-1-((R)-1-phenyl-ethyl)-aziridin-2-yl]-ethanol 
• 867150-82-1 (S)-2-Phenyl-1-[(S)-1-((R)-1-phenyl-ethyl)-aziridin-2-yl]-ethanol 
• 867151-73-3 (2S,3R)-4-Phenyl-2-((R)-1-phenyl-ethylamino)-butane-1,3-diol 
• 867153-33-1 (2S,3S)-4-Phenyl-2-((R)-1-phenyl-ethylamino)-butane-1,3-diol 
• 867153-62-6 (2R,3S)-1-Phenyl-3-((R)-1-phenyl-ethylamino)-4-pyrrolidin-1-yl-butan-2-ol 
• 867153-63-7 (2S,3S)-1-Phenyl-3-((R)-1-phenyl-ethylamino)-4-pyrrolidin-1-yl-butan-2-ol 
• 867153-58-0 (2R,3S)-4-Morpholin-4-yl-1-phenyl-3-((R)-1-phenyl-ethylamino)-butan-2-ol 
• 867153-59-1 (2S,3S)-4-Morpholin-4-yl-1-phenyl-3-((R)-1-phenyl-ethylamino)-butan-2-ol 

Relevant academic research and scientific papers

SPHINGOLIPID DERIVATIVES AND THE COMPOSITION FOR ANTI-CANCER CONTAINING THE SAME

Disclosed are a novel sphingolipid derivative having a sphingosine kinase suppressing activity and a composition containing the same. When the newly synthesized sphingolipid derivative of the invention is used, it is possible to maintain concentrations of ceramide and sphingosine to be high by preventing ceramide and sphingosine from being phosphorylated due to sphingosine kinase since an activity of sphingosine kinase is suppressed. In addition, since the apoptosis is induced in a cancer cell by ceramide and sphingosine, it is possible to treat or prevent a cancer or disease related to the cancer. Further, it is possible to treat or prevent a hyper- proliferative disease such as cancer or proliferation-promoting activity of sphingosine kinase. Accordingly, the composition containing the same can be used as a composition for suppressing sphingosine kinase and a composition for treating or preventing a cancer or hyper-proliferative disease.

Synthesis and evaluation of sphingoid analogs as inhibitors of sphingosine kinases

Sphingosine 1-phosphate (S1P), a product of sphingosine kinases (SphK), mediates diverse biological processes such as cell differentiation, proliferation, motility, and apoptosis. In an effort to search and identify specific inhibitors of human SphK, the inhibitory effects of synthetic sphingoid analogs on kinase activity were examined. Among the analogs tested, we found two, SG12 and SG14, that have specific inhibitory effects on hSphK2. N,N-Dimethylsphingosine (DMS), a well-known SphK inhibitor, displayed inhibitory effects for both SphK1 and SphK2, as well as protein kinase C. In contrast, SG12 and SG14 exhibited selective inhibitory effects on hSphK2. Furthermore, SG14 did not affect PKC. In isolated platelets, SG14 blocked the conversion of sphingosine into sphingosine 1-phosphate significantly. This is the first report on the identification of a hSphK2-specific inhibitor, which may provide a useful tool for studying the biological functions of hSphK2.

Efficient synthesis of enantiomerically pure 2-acylaziridines: Facile syntheses of N-Boc-safingol, N-Boc-D-erythro-sphinganine, and N-Boc-spisulosine from a common intermediate

Various enantiomerically pure 2-acylaziridines were prepared efficiently from the corresponding aziridine-2-carboxylate via Weinreb's amide and the subsequent treatment of organometallic compounds. The carbonyl group of those 2-acylaziridines was stereose