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

Henry H.Y. Tong; H. B. Wu; Y. Zheng; J. Xi; Albert H.L. Chow; Chak K. Chan

doi:10.1016/j.ijpharm.2007.12.005

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

Henry H.Y. Tong, H. B. Wu, Y. Zheng, J. Xi, Albert H.L. Chow, Chak K. Chan

Research output: Contribution to journal › Article › peer-review

38 Scopus citations

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 °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. © 2007 Elsevier B.V. All rights reserved.

Original language	English (US)
Pages (from-to)	195-202
Number of pages	8
Journal	International Journal of Pharmaceutics
Volume	355
Issue number	1-2
DOIs	https://doi.org/10.1016/j.ijpharm.2007.12.005
State	Published - May 1 2008
Externally published	Yes

ASJC Scopus subject areas

Pharmaceutical Science

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.ijpharm.2007.12.005

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title = "Physical characterization of oleanolic acid nonsolvate and solvates prepared by solvent recrystallization",

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 °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. {\textcopyright} 2007 Elsevier B.V. All rights reserved.",

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AU - Tong, Henry H.Y.

AU - Wu, H. B.

AU - Zheng, Y.

AU - Xi, J.

AU - Chow, Albert H.L.

AU - Chan, Chak K.

N1 - Generated from Scopus record by KAUST IRTS on 2023-07-06

PY - 2008/5/1

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N2 - 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 °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. © 2007 Elsevier B.V. All rights reserved.

AB - 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 °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. © 2007 Elsevier B.V. All rights reserved.

UR - https://linkinghub.elsevier.com/retrieve/pii/S0378517307010150

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JO - International Journal of Pharmaceutics

JF - International Journal of Pharmaceutics

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ER -

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

Abstract

ASJC Scopus subject areas

UN SDGs

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