Synthesis of a plasmenylethanolamine

Author(s):  
Satoshi Maeda ◽  
Tomoyo Mohri ◽  
Tsubasa Inoue ◽  
Yoshio Asano ◽  
Yurika Otoki ◽  
...  

Abstract A concise synthesis of a plasmenylethanolamine (PlsEtn-[16:0/18:1 n-9]), known as antioxidative phospholipids commonly found in cell membranes, has been achieved from an optically active known diol through eight steps. The key transformations for the synthesis of PlsEtn-[16:0/18:1 n-9] are, (1) regio- and Z-selective vinyl ether formation via alkylation of a lithioalkoxy allyl intermediate with an alkyl iodide, and (2) a one-pot phosphite esterification–oxidation sequence to construct the ethanolamine phosphonate moiety in the presence of the vinyl ether functionality. The piperidine salt of synthetic PlsEtn-[16:0/18:1 n-9] was desalinated through reversed-phase HPLC purification.

2016 ◽  
Vol 79 (23-24) ◽  
pp. 1577-1583
Author(s):  
Lakshmikant Bajpai ◽  
Kathiravan Asokan ◽  
Santhiagu Samy ◽  
Shyamsundar Murugesan ◽  
Ramya Gurram ◽  
...  

1999 ◽  
Vol 23 (1) ◽  
pp. 60-61
Author(s):  
O. I. Kalchenko ◽  
A. V. Solovyov ◽  
J. Lipkowski ◽  
V. I. Kalchenko

Stability constants of the host–guest complexes of 5,17-bis( N-tolyliminomethyl)-25,27-dipropoxycalix[4]arene with benzene derivatives were determined by reversed-phase HPLC in acetonitrile–water solution.


2013 ◽  
Vol 5 (19) ◽  
pp. 5010 ◽  
Author(s):  
Marco Ciulu ◽  
Roberta Farre ◽  
Ignazio Floris ◽  
Valeria M. Nurchi ◽  
Angelo Panzanelli ◽  
...  

2009 ◽  
Vol 42 (18) ◽  
pp. 2951-2961 ◽  
Author(s):  
Marie-Hélène Langlois ◽  
Philippe Dallet ◽  
Tina Kauss ◽  
Jean-Pierre Dubost

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