Repozytorium

Structural analogues of selfotel.

Autorzy

Zofia A. Dziuganowska

Katarzyna Ślepokura

Jean-Noël Volle

David Virieux

Jean-Luc Pirat

Paweł Kafarski

Rok wydania

2016

Czasopismo

Journal of Organic Chemistry

Numer woluminu

81

Strony

4947-4954

DOI

10.1021/acs.joc.6b00220

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

A small library of phosphonopiperidylcarboxylic acids, analogues of NMDA antagonist selfotel (CGS 19755), was synthesized. First, the series of aromatic esters was obtained via a palladium-catalyzed cross-coupling reaction (Hirao coupling) of dialkyl phosphites with bromopyridinecarboxylates, followed by their hydrolysis. Then, hydrogenation of the resulting phosphonopyridylcarboxylic acids over PtO2 yielded the desired phosphonopiperidylcarboxylic acids. NMR studies indicated that the hydrogenation reaction proceeds predominantly by cis addition. Several compounds were obtained as monocrystal structures. Preliminary biological studies performed on cultures of neurons suggest that the obtained compounds possess promising activity toward NMDA receptors.

Adres publiczny

http://dx.doi.org/10.1021/acs.joc.6b00220

Strona internetowa wydawcy

https://www.acs.org/content/acs/en.html

Podobne publikacje
2020

The analysis of the structural aspects of Cu(II) binding by cyclic His/Asp-analogues of somatostatin.

Marciniak Aleksandra, Kotynia Aleksandra, Cebrat Marek, Brasuń Justyna

2020

4-Methylpseudoproline analogues of cyclolinopeptide A: synthesis, structural analysis and evaluation of their suppressive effects in selected immunological assays.

Katarzyńska Joanna, Artym Jolanta, Kochanowska Iwona, Jędrzejczak Karol, Zimecki Michał, Lisowski Marek, Wieczorek Robert, Piotrowski Łukasz, Marcinek Andrzej, Zabrocki Janusz, Jankowski Stefan

2023