Development and Validation of a Stability-Indicating Rp-HPLC Method for the Estimation of Diacerein Impurities in Api and Pharmaceutical Formulation

Raghavaraju, Thummala Veera; Kumar, S. Raja; Srinivas, A.; Kumar, Navneet; Rao, I. Mrutyunjaya; Rao, N. Someswara

doi:10.1080/10826076.2012.745152

Cited by 7 publications

(3 citation statements)

References 12 publications

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“…Meanwhile, diacerein was deacetylated to form rhein ( 15C ), suggesting that both acetyl groups of diacerein were involved in the enzymatic synthesis of glycosyl esters. In the control reaction mixture without the purified MAT, the spontaneous trace hydrolysis of diacerein was observable, consistent with the previous report . The optimal pH and temperature for the transesterification reaction were pH 5.5 and 50 °C, respectively (Figure S6).…”

Section: Resultssupporting

confidence: 90%

“…In the control reaction mixture without the purified MAT, the spontaneous trace hydrolysis of diacerein was observable, consistent with the previous report. 32 The optimal pH and temperature for the transesterification reaction were pH 5.5 and 50 °C, respectively (Figure S6). Under the optimal conditions (pH 5.5 and 50 °C), the kinetic parameters for the transesterification reaction were thus determined, as illustrated in Table 1.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…As illustrated in Figure B, diacerein could be hydrolyzed by MAT, generating three products, 15a , 15b , and 15c (Figure B). Based on the mass spectra data of the three hydrolysates (Figure S8), UV spectra (Figure D), and the hydrolysis behavior of diacerein, the three hydrolysates were assigned as 4-acetyl rhein ( 15a ), 5-acetyl rhein ( 15b ), and rhein ( 15c ). After being incubated with MAT at 50 °C for 2 h, 59% diacerein could be hydrolyzed.…”

Section: Resultsmentioning

confidence: 99%

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Diacerein as a Promising Acyl Donor in Biosynthetic Acetyl-CoA and Glycosyl Esters Mediated by a Multifunctional Maltose O-Acetyltransferase from Escherichia coli

Wang

Hong

Kong

2021

J. Agric. Food Chem.

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Acetyl-coenzyme A (acetyl-CoA) is an important donor for acetylation modifications of nutritional supplements. The existing enzymatic methods for acetyl-CoA synthesis suffer from cofactor dependence, donor inaccessibility, and biocatalyst instability, leading to its high cost. Hence, a promising alternative is highly desired. Herein, a maltose O-acetyltransferase (MAT) with cofactor independence had been identified as a stable acetyl-CoA-synthesizing biocatalyst in a screen of the Escherichia coli genome. Under the action of MAT, an anthraquinone medicine containing two acetyl groups, diacerein, was screened as an acetyl donor. Saturation mutagenesis at Glu125 was performed to increase the acetyl-CoA-synthesizing capacity of MAT, while decreasing the accompanying hydrolase activities. A mutant MAT-E125F was thus generated and could convert diacerein and CoA into the highest yield of 3892.70 mg/L acetyl-CoA. Moreover, MAT could synthesize puerarin 6″-O-acetate and other glycosyl esters through acetyl-CoA-dependent acetylation or diacerein-based transesterification reaction. To most of the tested glycosides, the transesterification efficiency was higher than that of acetylation. The mutant MAT-E125V acquired the highest conversion of 94.0% to puerarin 6″-O-acetate through transesterification, while MAT-E125N yielded the highest conversion of 68.5% through acetylation. Taking together, the multifunctional MAT displayed a potent acetyl-CoA- and glycosyl ester-synthesizing capacity using diacerein as an acetyl donor.

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Section: Resultssupporting

confidence: 90%

Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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