A new chromone from Cassia siamea

Arora, Sadhna; Deymann, H.; Tiwari, R. D.; Winterfeldt, E.

doi:10.1016/s0040-4020(01)92498-6

Cited by 22 publications

(14 citation statements)

References 2 publications

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“…To identify the major degradation product observed during alkaline hydrolysis and thermal stress, LC-MS studies were carried out. The UV spectra of the major degradation product observed during alkaline hydrolysis and thermal stress were the same characteristic as those of cassiachromone [14]. Its protonated molecular ion [M + H] + from the LC-MS was at m/z 233.51.…”

Section: Resultsmentioning

confidence: 78%

“…Its protonated molecular ion [M + H] + from the LC-MS was at m/z 233.51. Furthermore, the degradation product was also purified and confirmed as cassiachromone by comparing its melting point and NMR with those reported in the literature [14], [15]. Proton abstraction from the hemiacetal system of barakol by the base NaOH, leading to the opening of dioxaphenalene ring, gave the corresponding cassiachromone [9] (• " Fig.…”

Section: Resultsmentioning

confidence: 83%

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Stability of Barakol under Hydrolytic Stress Conditions and its Major Degradation Product

Chantong¹,

Wongtongtair²,

Nusuetrong³

et al. 2009

Planta Med

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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 plot was calculated to be 26.9+/-3.3 kcal/mol at pH 13 and temperatures between 12 and 51 degrees C. The major degradation product of barakol under both alkaline and thermal stress conditions was characterized by LC-MS and NMR as cassiachromone.

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Section: Resultsmentioning

confidence: 78%

Section: Resultsmentioning

confidence: 83%

Stability of Barakol under Hydrolytic Stress Conditions and its Major Degradation Product

Chantong¹,

Wongtongtair²,

Nusuetrong³

et al. 2009

Planta Med

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“…Cassia siamea (Leguminosae) is traditionally used to treat fever and as an antimalarial. Several chromone derivatives have been isolated, such as anhydrobarakol (251), 86) 5-acetonyl-7-hydroxy-2-methylchromone (252), 87) 2-methyl-5-propyl-7,12dihydroxychromone-12-O-β-D-glucopyranoside (253), 88) and cassiadinine (254). 89) In 2008, a new chrobisiamone A (255), together with cassiarins A (256) and B (257) as potent antiplasmodial agents, were found from Cassia siamea leaves.…”

Section: Cassia Siameamentioning

confidence: 99%

Chemical Constituents and Bioactivities of Several Indonesian Plants Typically Used in Jamu

Widyowati

Agil

2018

Chem. Pharm. Bull.

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This article reviews the chemical constituents and bioactivities of several Indonesian plants typically used in Jamu prescriptions in Indonesia. Jamu is Indonesia traditional medicine: it consists of either a single ingredient or a mixture of several medicinal plants. One plant family always used in Jamu is Zingiberaceae (ginger), such as Curcuma domestica/C. longa, C. xanthorrhizae, C. heyneana, C. zedoaria, C. aeruginosa, Zingiber aromaticum, Alpinia galanga. We also report other commonly used plant families such as Justicia gendarussa and Cassia siamea, whose activities have been extensively explored by our department.

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“…(7) The concentration of anthracene in these experiments was high enough over the range studied so that the number of light quanta absorbed did not change significantly. (8) This equation is strictly valid only for one nuclear spin.2 However, for systems where the nuclear spin-spin coupling constants are small compared to chemical shift differences, it provides a good approximation to the line widths obtained from a solution of the equation of motion of the total density matrix for the coupled system. (9) Best fit curves were obtained by a direct search method using "Subroutine Stepit" written by J. P. Chandler and available from the Quantum Chemistry Program Exchange.…”

Section: References and Notesmentioning

confidence: 99%

Biogenetic-type syntheses of polycyclic polyketide metabolites using partially protected .beta.-hexa- and .beta.-heptaketones. 6-Hydroxymusizin, barakol, emodin, and eleutherinol

Harris¹,

Wittek²

1975

J. Am. Chem. Soc.

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A new chromone from Cassia siamea

Cited by 22 publications

References 2 publications

Stability of Barakol under Hydrolytic Stress Conditions and its Major Degradation Product

Stability of Barakol under Hydrolytic Stress Conditions and its Major Degradation Product

Chemical Constituents and Bioactivities of Several Indonesian Plants Typically Used in Jamu

Biogenetic-type syntheses of polycyclic polyketide metabolites using partially protected .beta.-hexa- and .beta.-heptaketones. 6-Hydroxymusizin, barakol, emodin, and eleutherinol

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