Publication:
Stability of barakol under hydrolytic stress conditions and its major degradation product

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Issued Date

2009

Resource Type

Article

File Type

application/pdf

ISSN

320943

DOI

10.1055/s-0028-1112206

Other identifier(s)

2-s2.0-65649111135

Rights Holder(s)

Scopus

Bibliographic Citation

Planta Medica. Vol 75, No.4 (2009), p.346-350

Suggested Citation

Chantong B., Wongtongtair S., Nusuetrong P., Sotanaphun U., Chaichantipyuth C., Meksuriyen D. Stability of barakol under hydrolytic stress conditions and its major degradation product. Planta Medica. Vol 75, No.4 (2009), p.346-350. doi:10.1055/s-0028-1112206 Retrieved from: https://hdl.handle.net/20.500.14740/7531

Title

Stability of barakol under hydrolytic stress conditions and its major degradation product

Author(s)

Chantong B.
 Wongtongtair S.
 Nusuetrong P.
 Sotanaphun U.
 Chaichantipyuth C.
 Meksuriyen D.

Abstract

The aim of the present study was to investigate the stability of barakol, an anxiolytic constituent extracted from leaves of Senna siamea (Lam.) Irwin & Barneby (syn. Cassia siamea Lam.), under the International Conference on Harmonisation suggested conditions using HPLC with photodiode array detection. Extensive degradation of barakol was found to occur under alkaline conditions through base-catalyzed hydrolysis. Mild degradation of barakol was observed under thermal and oxidative stress while it was stable under acidic conditions. The reaction rate constants (kobs) of barakol degradation under alkaline conditions at pHs 12 and 13 were 3.0x10-5 and 9.6x10 -3 min-1, respectively. The activation energy according to the Arrhenius plotwas calculated to be 26.9 ± 3.3 kcal/mol at pH 13 and temperatures between 12 and 51 °C. The major degradation product of barakol under both alkaline and thermal stress conditions was characterized by LC-MS and NMR as cassiachromone. © Georg Thieme Verlag KG Stuttgart.

Subject(s)

Anxiolytic agent
 Barakol
 Unclassified drug
 Anxiolytic agent
 Barakol
 Benzopyran derivative
 Phenalene derivative
 Article
 Drug degradation
 Drug half life
 Drug isolation
 Drug oxidation
 Drug stability
 Drug structure
 High performance liquid chromatography
 Hydrolysis
 Liquid chromatography
 Mass spectrometry
 Nuclear magnetic resonance
 Oxidative stress
 PH measurement
 Photolysis
 Senna
 Shelf life
 Temperature sensitivity
 Chemical structure
 Chemistry
 PH
 Temperature
 Fabaceae
 Kobus
 Senna siamea
 Anti-Anxiety Agents
 Benzopyrans
 Drug Stability
 Hydrogen-Ion Concentration
 Hydrolysis
 Molecular Structure
 Phenalenes
 Senna Plant
 Temperature

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URI

https://hdl.handle.net/20.500.14740/7531

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Scopus: Year 1983-2021

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