Purification of Curcumin from Ternary Extract-Similar Mixtures of Curcuminoids in a Single Crystallization Step

Horosanskaia, Elena; Yuan, Lina; Seidel‐Morgenstern, Andreas; Lorenz, Heike

doi:10.3390/cryst10030206

Cited by 24 publications

(17 citation statements)

References 45 publications

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“…Since not every technique applied to a co-crystal forming system will result in co- As the three curcuminoids are chemically quite similar, separation remains challenging. Pure CUR can be obtained from crude curcuminoids by cooling crystallization [15,16]. To obtain pure DMC and BDMC the remaining mother liquor can be treated by liquid chromatography [17].…”

Section: Introductionmentioning

confidence: 99%

A Contribution to the Solid State Forms of Bis(demethoxy)curcumin: Co-Crystal Screening and Characterization

et al. 2021

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Bis(demethoxy)curcumin (BDMC) is one of the main active components found in turmeric. Major drawbacks for its usage are its low aqueous solubility, and the challenging separation from other curcuminoids present in turmeric. Co-crystallization can be applied to alter the physicochemical properties of BDMC in a desired manner. A co-crystal screening of BDMC with four hydroxybenzenes was carried out using four different methods of co-crystal production: crystallization from solution by slow solvent evaporation (SSE), and rapid solvent removal (RSR), liquid-assisted grinding (LAG), and crystallization from the melt phase. Two co-crystal phases of BDMC were obtained with pyrogallol (PYR), and hydroxyquinol (HYQ). PYR-BDMC co-crystals can be obtained only from the melt, while HYQ-BDMC co-crystals could also be produced by LAG. Both co-crystals possess an equimolar composition and reveal an incongruent melting behavior. Infrared spectroscopy demonstrated the presence of BDMC in the diketo form in the PYR co-crystals, while it is in a more stable keto-enol form in the HYQ co-crystals. Solubility measurements in ethanol and an ethanol-water mixture revealed an increase of solubility in the latter, but a slightly negative effect on ethanol solubility. These results are useful for a prospective development of crystallization-based separation processes of chemical similar substances through co-crystallization.

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Section: Introductionmentioning

confidence: 99%

A Contribution to the Solid State Forms of Bis(demethoxy)curcumin: Co-Crystal Screening and Characterization

et al. 2021

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“…Curcumin ((1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5dione) is one of three phytoconstituents (non-nutrient bioactive compound) of turmeric; the other two phytoconstituents are bis(demethoxy)curcumin and demethoxycurcumin (Figure 1). Together, these compounds account for under 10% of turmeric' s dry weight (10,11). After removing the protein, carbohydrates, fats, minerals, volatile oils, and fiber from raw turmeric, a crude curcuminoid extract is generated, consisting of 60-70% curcumin, 20-27% demethoxycurcumin, and 10-15% bis(demethoxy)curcumin.…”

Section: Chemical and Physical Properties Of Curcuminmentioning

confidence: 99%

Therapeutic Potential of Curcumin for the Treatment of Malignant Gliomas

Walker

Adhikari

Mittal

2021

Gliomas

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Glioblastoma is the most common primary malignancy of the central nervous system. Maximal surgical resection of glioblastoma in addition to temozolomide and fractionated radiation therapy provides an overall median survival of approximately 15 months. The addition of tumor-treating fields (Optune therapy) has the potential to increase median survival to 20 months, although compliance and ease of use remain an issue. Glioblastoma remains a devastating diagnosis fraught with complications. Curcumin is a yellow pigment from the rhizome of the ubiquitous and commercially available spice, turmeric (Curcuma longa). Turmeric has been long used in Indian traditional medicines and has been established as a safe food additive by the US Food and Drug Administration. There is a wealth of in vitro data suggesting that turmeric' s main active component, curcumin, has many favorable effects on glioblastoma. Curcumin has been shown to potentiate the effects of chemotherapy and radiation, decrease malignant spread, protect normal tissue from oxidative stress, and regulate many genetic targets resulting in glioblastoma cell death. Curcumin' s positive safety profile and potential therapeutic effects on glioblastoma make it a promising potential adjunct to current standard treatment regimens.

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“…Therefore, it is important to obtain pure pigments and to characterize them individually to provide subsidies for the determination of each curcuminoid pigment 7 . Several studies were undertaken to separate curcuminoid pigments by thin-layer chromatography (TLC) and column chromatography (CC), in which the stationary phase mostly used, was silica gel (60G) with different solvent systems including benzene, ethyl acetate, ethanol, chloroform, acetic acid, hexane and methanol for TLC and benzene, water, toluene and ethyl acetate for column chromatography 8 .…”

Section: Introductionmentioning

confidence: 99%

Untitled

2020

IJPSR

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A simple, selective, precise, and stability-indicating RP-HPLC method has been developed for the determination of Curcumin in bulk forms and solid dosage formulations. The HPLC separation was achieved on Waters Spherisorb ODS2 column (4.6mm × 250mm, 5µm particle size) using a mobile phase of methanol-water (77:33 v/v, pH 3) at a flow rate of 1ml/min and spectrophotometric detection at 419 nm. The method was validated for specificity, linearity, accuracy, precision, solution stability, robustness, system suitability, and ruggedness. The detector response for the Curcumin was linear over the selected concentration range from 1 to 10 µg/ml, with a correlation coefficient of 0.9993. The accuracy was between 99.27& 101.97%. The precision (R.S.D.) among the six sample preparations was 1.27%. The LOD and LOQ are 0.092 and 0.278 µg/ml, respectively. The recovery of curcumin was about 100.12%. The drug was subjected to acid and alkali hydrolysis, oxidation, wet heat treatment, and photodegradation. The drug undergoes degradation under former conditions, which indicates that the drug is susceptible to acid and base hydrolysis, wet heat, oxidation, and photo-oxidation. Thus, this method could be utilized to effectively separate the drug from its degradation products.

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Purification of Curcumin from Ternary Extract-Similar Mixtures of Curcuminoids in a Single Crystallization Step

Cited by 24 publications

References 45 publications

A Contribution to the Solid State Forms of Bis(demethoxy)curcumin: Co-Crystal Screening and Characterization

A Contribution to the Solid State Forms of Bis(demethoxy)curcumin: Co-Crystal Screening and Characterization

Therapeutic Potential of Curcumin for the Treatment of Malignant Gliomas

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