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Synthesis and lipophilicity evaluation of some novel indole-containing pseudopeptides

An efficient synthesis of indole-containing pseudopeptides via an Ugi four-component reaction among indolecarboxylic acids, aromatic aldehydes, primary amines, and isocyanides in methanol is described. The lipophilicity of the synthesized compounds was determined using the n-octanol/PBS shake-flask...

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Main Authors: Alavijeh, Nahid S. (Author) , Ramezanpour, Sorour (Author) , Alavijeh, Mohammad S. (Author) , Balalaie, Saeed (Author) , Rominger, Frank (Author) , Misra, Anil (Author) , Bijanzadeh, Hamid Reza (Author)
Format: Article (Journal)
Language:English
Published: 2014
In: Monatshefte für Chemie
Year: 2013, Volume: 145, Issue: 2, Pages: 349-356
ISSN:1434-4475
DOI:10.1007/s00706-013-1098-0
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1007/s00706-013-1098-0
Verlag, lizenzpflichtig, Volltext: https://link.springer.com/article/10.1007%2Fs00706-013-1098-0
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Author Notes:Nahid S. Alavijeh · Sorour Ramezanpour · Mohammad S. Alavijeh · Saeed Balalaie · Frank Rominger · Anil Misra · Hamid Reza Bijanzadeh
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Summary:An efficient synthesis of indole-containing pseudopeptides via an Ugi four-component reaction among indolecarboxylic acids, aromatic aldehydes, primary amines, and isocyanides in methanol is described. The lipophilicity of the synthesized compounds was determined using the n-octanol/PBS shake-flask procedure. The lipophilicity studies showed that most of the compounds possess the optimal range of lipophilicity for oral absorption, cell membrane penetration, and blood-brain barrier permeation.
Item Description:Published online: 5 November 2013
Gesehen am 09.10.2020
Physical Description:Online Resource
ISSN:1434-4475
DOI:10.1007/s00706-013-1098-0

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