Impact of stable conformation of cinchona alkaloids on protonation site

✍ Scribed by Yehuda Yanuka; Shimona Yosselson-Superstine; Artoul Geryes; Edward Superstine

• Book ID: 102403570
• Publisher: John Wiley and Sons
• Year: 1981
• Tongue: English
• Weight: 475 KB
• Volume: 70
• Category: Article
• ISSN: 0022-3549
• DOI: 10.1002/jps.2600700627

✦ Synopsis

NMR analyses of quinidine and other cinchona alkaloids and their monoprotonated salts in deuterium oxide and in deuterochloroform revealed that the molecules assume new conformations in polar and nonpolar media, affecting the protonation site and hydrophiliclipophilic characteristics. The ion-pair feature of the salts is lost and the molecules assume a neutral feature when they are transferred from an aqueous to a lipoid phase. Hydrophobic bonds between the molecules and their environment and within the molecule itself may affect the binding of cinchona alkaloids to membranes in biological fluids.

Keyphrases 0 Quinidine-impact of stable conformation on protonation site, effect of polar and nonpolar solvents on conformation, NMR analyses 0 Alkaloids, cinchona-impact of stable conformation on protonation site, effect of polar and nonpolar solvents on conformation, NMR analyses 0 Conformation-impact on protonation site of quinidine and other cinchona alkaloids, effect of polar and nonpolar solvents, NMR analyses 0 NMR spectroscopy-analyses of quinidine and other cinchona alkaloids, impact of stable conformation on protonation site, polar and nonpolar solvents