Identification and Enantiomeric Separation of (+)- and (-)-(E)-3-[5-(2,4-Diaminopyrimidin-5-ylmethyl)-2,3-dimethoxyphenyl]-1-(1-propyl-1H-phthalazin-2-yl)propenone by Supercritical Fluid Chromatography
Year: 2015
Type: article
Abstract: The objective of this study was to develop technology and validate a method for the identification and separation of enantiomers of (±)-(E)-3-[5-(2,4-diaminopyrimidin-5-ylmethyl)-2,3-dimethoxyphenyl]-1-(1-propyl-1H-phthalazin-2-yl)propenone.Separation of enantiomers was achieved with a CHIRALPAK® ADH® 4.6 x 100 mm column using a Minigram Supercritical Fluid Chromatography (SFC) unit.Enantiomeric excesses were 99.2% and 99.4% for the (S)-isomer and (R)-isomer, respectively.This is an important separation since it has recently been shown that the (S)-isomer forms an inhibitory complex with dihydrofolate reductase [DHFR] in Bacillus anthracis which is a bacteria causing anthrax.
Author: Richard A. Bunce
Language: English
Subfield: Spectroscopy
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
Funder: Oklahoma State University
OpenAlex ID: W2159569277