1H NMR spectroscopic identification of protonable sites in cryptolepines with C-11 substituents containing two amino functionalities

Autor:	João, Lavrado, Alexandra, Paulo, Elena, Bichenkova, Kenneth T, Douglas, Rui, Moreira
Rok vydání:	2011
Předmět:	Acid-Base Equilibrium Antimalarials Magnetic Resonance Spectroscopy Molecular Structure Quinolines Hydrogen-Ion Concentration Protons Reference Standards Indole Alkaloids
Zdroj:	Magnetic resonance in chemistry : MRC. 50(3)
ISSN:	1097-458X
Popis:	Knowledge of protonable sites and acid dissociation constants of cryptolepine derivatives having C-11 substituents containing two amino functionalities is of great importance to the understanding of the mechanism of their antimalarial action, which may contribute to their further development as drug candidates. In this work, we applied (1)H NMR titration to investigate the acid-base characteristics of these polyprotic compounds in the pH range 3-13. We identified three acid-base equilibria with most acid dissociation constants (pK(a)*) being greater than 10.5, which prevented us from using the potentiometric method. Overall, (1)H NMR titration was sensitive and suitable for the determination of pK(a) values for these drug leads.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=pmid________::d6222fd7765c81ea8affac8331078bac https://pubmed.ncbi.nlm.nih.gov/22367848 Zobrazit plný text záznamu Plný text