title: The influence of pH and temperature on the stability of N-[(piperidine)methylene]daunorubicin Hydrochloride and a comparison of the stability of daunorubicin and its four new amidine derivatives in aqueous solutions.
abstract: The influence of pH and temperature on the stability of N-[(piperidine)methylene]daunorubicin hydrochloride (PPD) was investigated. Degradation was studied using an HPLC method. Specific acid-base catalysis of PPD involves hydrolysis of protonated molecules of PPD catalyzed by hydrogen ions and spontaneous hydrolysis under the influence of water zwitterions, unprotonated molecules, and monoanions of PPD. The thermodynamic parameters of these reactions, energy, enthalpy, and entropy, were calculated. Also, the stability of daunorubicin and its new amidine derivatives (piperidine, morpholine, pyrrolidine, and hexahydroazepin-1-yl) in aqueous solutions was compared and discussed.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, 6 Grunwaldzka Street, 60-780 Poznań, Poland.
authors.forename: Mikołaj
authors.initials: M
authors.lastname: Piekarski
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, 6 Grunwaldzka Street, 60-780 Poznań, Poland.
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Dołhań
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, 6 Grunwaldzka Street, 60-780 Poznań, Poland.
authors.forename: Judyta
authors.initials: J
authors.lastname: Cielecka-Piontek
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, 6 Grunwaldzka Street, 60-780 Poznań, Poland.
authors.forename: Przemysław
authors.initials: P
authors.lastname: Zalewski
authors.affiliation: Department of Oncological Surgery II, Greater Poland Cancer Centre, 15 Garbary Street, 61-688 Poznań, Poland.
authors.forename: Witold
authors.initials: W
authors.lastname: Kycler
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, 6 Grunwaldzka Street, 60-780 Poznań, Poland.
authors.forename: Aleksandra
authors.initials: A
authors.lastname: Kaczmarek
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, 6 Grunwaldzka Street, 60-780 Poznań, Poland.
authors.forename: Artur
authors.initials: A
authors.lastname: Firlej
authors.affiliation: Department of Modified Antibiotics, Institute of Biotechnology and Antibiotics, 5 Starościńska Street, 02-515 Warsaw, Poland.
authors.forename: Irena
authors.initials: I
authors.lastname: Oszczapowicz
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Poznan University of Medical Sciences, 6 Grunwaldzka Street, 60-780 Poznań, Poland.
authors.forename: Anna
authors.initials: A
authors.lastname: Jelińska
mesh_terms: D003630:Daunorubicin / Q000031:analogs & derivatives* / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D013696:Temperature
chemical_list: C000592427:((N-piperidine)methylene)daunorubicin hydrochloride; D003630:Daunorubicin