Photo-physical behaviors of various active forms of curcumin in polar and low polar environments

Sadigh, M. Khadem; Zakerhamidi, M.S.; Shamkhali, Amir Nasser; Babaei, Esmaeil

doi:10.1016/j.jphotochem.2017.08.050

Cited by 16 publications

(4 citation statements)

References 36 publications

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“…Applying a rotation of approximately 165° about the C11–C12 bond for form I results in the approximate arrangement observed for form II (Scheme ). The planarity and all-trans configuration of the C7 through to C13 fragment of the form II polymorph is most likely responsible for its red color (bathochromic shift) compared to the yellow-orange form I polymorph. , Note that dark red form I crystals have also been reported, serving as a reminder that one should be cautious when characterizing compounds using subjective methods such as a visual inspection. When practical, instrumental analyses are preferred.…”

Section: Resultsmentioning

confidence: 99%

Capturing Elusive Polymorphs of Curcumin: A Structural Characterization and Computational Study

Matlinska

Wasylishen

Bernard

et al. 2018

Crystal Growth & Design

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Curcumin, a compound derived from the herb turmeric, has gained considerable attention because of its purported pharmacological activity, but its poor water solubility and low bioavailability impedes its therapeutic potential. In addition to the frequently studied curcumin polymorph, referred to as form I, another polymorph with enhanced water solubility, referred to as form II, or red curcumin, has also been reported. We discuss experimental challenges in isolating the red curcumin polymorph. In the course of our studies, we were unable to obtain a third reported polymorph, form III. We redetermined crystal structures of forms I and II of curcumin and present 13 C and 1 H solid-state nuclear magnetic resonance (NMR) spectra for these two forms, as well as 13 C− 1 H two-dimensional heteronuclear correlation (HETCOR) data. The experimental 1 H and 13 C nuclear magnetic resonance (NMR) chemical shifts are compared with GIPAW density functional theory values computed using CASTEP. Our research illustrates the utility of NMR spectroscopy in characterization of polymorphism in bulk samples.

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Section: Resultsmentioning

confidence: 99%

Capturing Elusive Polymorphs of Curcumin: A Structural Characterization and Computational Study

Matlinska

Wasylishen

Bernard

et al. 2018

Crystal Growth & Design

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“…The absorption spectra of the title compound in different solvents simulated using TD-DFT is depicted in Figure 7 . In the case of title compound, theoretically stimulated spectra emulate the experimental spectra and the absorption maxima in different solvents were significantly red-shifted with respect to that of curcumin [49] . The experimental findings were reproduced by theoretical simulations and as evident from the simulated spectra, there is almost no change in the absorbance peak when the polarity of the solvent changed, except for cyclohexane, which is highly non-polar compared to others.…”

Section: Resultsmentioning

confidence: 77%

Exploring the structural, photophysical and optoelectronic properties of a diaryl heptanoid curcumin derivative and identification as a SARS-CoV-2 inhibitor

Archana

Armaković

et al. 2023

Journal of Molecular Structure

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“…Because of its vast number of various targets, curcumin could potentially be used in many different therapeutic fields, e.g., for its anti-inflammatory, antioxidative, tumor preventive, antibacterial, or antidepressant effects, among others [4][5][6][7][8]. Apart from those promising factors, we chose this yellow-orange substance as a model drug because of its beneficial optical properties [9].…”

Section: Introductionmentioning

confidence: 99%

Production of Hydrogel-Based Curcumin-Loaded O/W Suspoemulsions

Bodmer

Hartmann²,

Keck³

et al. 2023

Future Pharmacology

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Curcumin is a biopharmaceutical classification system (BCS) class IV substance with many potential therapeutic effects. However, like many other BCS IV active pharmaceutical ingredients, complex formulations are needed to guarantee a sufficiently high bioavailability. A not-so-well-known delivery system is a suspoemulsion (SE). SEs are emulsions with a crystalline API in continuous or dispersed phases. This study aimed to produce curcumin-loaded o/w suspoemulsions with the particle in the oil phase for, e.g., encapsulation or triggered release effects. The particles need to be smaller than the emulsion droplet size to attain high encapsulation efficiencies (EE) in the oil phase. Sonofragmentation and bead milling were tested for their ability to produce these nanocrystals in different dispersion media. It was discovered that production in miglyol was the best fit for the needed application of the crystals in SEs. Around 85% (by volume) of the particles produced with bead milling were smaller than the droplet size of about 5 µm. In contrast, only 23% of the sonofragmentated particles were below the diameter of those droplets. This oily suspension was then used to successfully produce hydrogel-based o/w suspoemulsions. In the second part of this study, we investigated different methods for determining encapsulation efficiency, but none of the methods accurately and satisfactorily resolved the encapsulation efficiency. Finally, the suspoemulsions could not be macroscopically distinguished from one another and were physically stable. In summary, we showed that stable hydrogel-based curcumin-loaded o/w suspoemulsions could be produced.

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Photo-physical behaviors of various active forms of curcumin in polar and low polar environments

Cited by 16 publications

References 36 publications

Capturing Elusive Polymorphs of Curcumin: A Structural Characterization and Computational Study

Capturing Elusive Polymorphs of Curcumin: A Structural Characterization and Computational Study

Exploring the structural, photophysical and optoelectronic properties of a diaryl heptanoid curcumin derivative and identification as a SARS-CoV-2 inhibitor

Production of Hydrogel-Based Curcumin-Loaded O/W Suspoemulsions

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