Physical characterization of oleanolic acid nonsolvate and solvates prepared by solvent recrystallization

International Journal of Pharmaceutics
Henry H Y TongChak K Chan

Abstract

Oleanolic acid is a naturally occurring compound used clinically in China for the treatment of hepatitis B. The solid-state chemistry of oleanolic acid recrystallized from a variety of solvents was investigated. Glassy materials were prepared from dichloromethane and chloroform solvents. The oleanolic acid non-solvate prepared from acetone (OA-acetone), and the two oleanolic acid solvates prepared from methanol (OA-methanol) and ethanol (OA-ethanol) were physicochemically characterized. Upon desolvation, both the methanol and ethanol solvates were found to undergo phase transformation to a crystalline phase similar to OA-acetone around 190-195 degrees C. The PXRD patterns of commercial pharmaceutical grade OA and the OA-methanol were similar, so the commercial form is probably desolvated oleanolic acid methanol solvate.

Citations

Nov 7, 2009·Journal of Pharmaceutical Sciences·Henry H Y TongChak K Chan
Nov 7, 2009·Journal of Pharmaceutical Sciences·Harry G Brittain
Dec 3, 2015·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Qikun JiangHuifen Zhang
Jul 6, 2010·Chemistry and Physics of Lipids·Ana C T TeixeiraAnabela C Fernandes
May 31, 2011·Chinese Medicine·Meiwan ChenYitao Wang
Dec 18, 2019·The Journal of Pharmacy and Pharmacology·Xiaojing XiaJin Deng

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