Stereochemical Investigations of Diastereomeric N-[2-(Aryl)-5-methyl-4-oxo-1,3-thiazolidine-3-yl]-pyridine-3-carboxamides by Nuclear Magnetic Resonance Spectroscopy (1D and 2D)-Reference-Cited by-同舟云学术

Stereochemical Investigations of Diastereomeric N-[2-(Aryl)-5-methyl-4-oxo-1,3-thiazolidine-3-yl]-pyridine-3-carboxamides by Nuclear Magnetic Resonance Spectroscopy (1D and 2D)

Published:2015-12-31 Issue: Volume:2015 Page:1-9
ISSN:1687-9449
Container-title:International Journal of Spectroscopy
language:en
Short-container-title:International Journal of Spectroscopy

Author:

Demir-Ordu Öznur¹,Demir-Dündar Hale²,Ozkirimli Sumru²

Affiliation:

1. Department of Chemistry, Abant İzzet Baysal University, 14030 Bolu, Turkey

2. Department of Pharmaceutical Chemistry, Istanbul University, 34116 Istanbul, Turkey

Abstract

Some new N-[2-(aryl)-5-methyl-4-oxo-1,3-thiazolidine-3-yl]-pyridine-3-carboxamides were synthesized and their structures were investigated by IR, NMR (1H, 13C, and 2D), and mass spectra. The presence of C-2 and C-5 stereogenic centers on the thiazolidinone ring resulted in diastereoisomeric pairs. The configurations of two stereogenic centers were assigned based upon 1H NMR analysis of coupling constants and 2D nuclear overhauser enhancement spectroscopy (NOESY) experiment. Resolution of the diastereoisomers was performed by high performance liquid chromatography (HPLC) using a chiral stationary phase.

Funder

Istanbul University Scientific Research Projects

Publisher

Hindawi Limited

Subject

Rehabilitation,Physical Therapy, Sports Therapy and Rehabilitation,General Medicine

Link

http://downloads.hindawi.com/archive/2015/609250.pdf

Reference43 articles.

1. Cytoprotective Effects of Nicotinamide Derivatives in Endothelial Cells

2. Antiviral effect of nicotinamide on enterovirus-infected human islets in vitro: Effect on virus replication and chemokine secretion

3. Novel synthesis of nicotinamide derivatives of cytotoxic properties