Naslov
A study of photodegradation of drug rosuvastatin calcium in solid state and solution under UV and visible light irradiation : The influence of certain dyes as efficient stabilizers

Autori
Litvić, Mladen ; Šmic, Karolina ; Vinković, Vladimir ; Filipan-Litvić, Mirela

Izvornik
Journal of photochemistry and photobiology. A, Chemistry (1010-6030) 252 (2013); 84-92

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
rosuvastatin calcium; photodegradation; dihydrophenanthrene; diastereoselectivity; photoprotection

Sažetak
Photodegradation of rosuvastatin calcium (1) under several radiation wavelengths in solid state and solution in solvents of different polarity has been studied. It was shown that 1 is very sensitive, especially in solution, even to low energy wavelengths and main and almost exclusive degradation pathway includes formation of diastereomeric dihydrophenanthrene derivatives (R, S, R)-2 and (S, S, R)-2. Absolute configurations of isolated diastereomeric photoproducts in forms of respective lactones 3 and 4 have been determined. First partial diastereoselective photocyclization of 1 leading 10.5% d.e. of (R, S, R)-2 over (S, S, R)-2 has been determined in water as a solvent. To prevent photodegradation of 1 in solution use of brown glass is necessary. Solid formulations of 1 are efficiently protected against photodegradation by the presence of combination of dyes such as yellow iron oxide and pink color E122 or beta-carotene inside the formulation or tablet coating.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA