A structural and optical study of curcumin and curcumin analogs

Tahay, Pooya; Parsa, Zahra; Zamani, Pardis; Safari, Nasser

doi:10.1007/s13738-022-02522-x

Cited by 8 publications

(6 citation statements)

References 46 publications

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“…First, we introduced succinic anhydride into the end of curcumin through esterification to obtain curcumin succinate (Figure S1). From the NMR and FTIR spectra (Figures S2–S5), the curcumin succinate has been successfully prepared. ,− Subsequently, through theoretical calculation and experimental studies, we found that succinic anhydride modification at the end of curcumin (red labeled-COOH) can form an IL with betaine (blue labeled-COO – ) by hydrogen bond interaction (Figure a). Both the ESP (Figure b) and the RDG (Figure c) diagrams showed that curcumin succinate and betaine can successfully prepare Cur-Bet-IL through hydrogen force interconnection. , This IL not only has good fluidity and stability at room temperature but also maintains the biological activity of curcumin (Figure S6).…”

Section: Resultsmentioning

confidence: 99%

Enhancing Transdermal Delivery of Curcumin-Based Ionic Liquid Liposomes for Application in Psoriasis

Lu,

Zhang,

Zhang

2023

ACS Appl. Bio Mater.

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Section: Resultsmentioning

confidence: 99%

Enhancing Transdermal Delivery of Curcumin-Based Ionic Liquid Liposomes for Application in Psoriasis

Lu,

Zhang,

Zhang

2023

ACS Appl. Bio Mater.

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“…These isomers have slightly different chemical properties and biological activities and coexist in turmeric extracts [20]. While curcumin is the most researched and commonly known isomer, both dimethoxy-curcumin and bis-dimethoxy-curcumin also contribute to the overall biological effects of turmeric and its derived products [21]. The presence of these isomers may influence the overall health benefits and bioactivities attributed to turmeric or curcumin supplements.…”

Section: Curcumin's Chemical Propertiesmentioning

confidence: 99%

Curcumin as a Multifunctional Spice Ingredient against Mental Disorders in Humans: Current Clinical Studies and Bioavailability Concerns

Spanoudaki,

Papadopoulou,

Antasouras

et al. 2024

Life

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Background: Mental disorders in terms of depression, anxiety, and stress are one of the major causes of burden globally. Over the last two decades, the use of plant-based substances in the treatment of mental disorders in combination or not with medication has increasingly attracted the interest of the scientific research community. However, even if there is a plethora of naturally occurring bioactive compounds, most of them have low bioavailability, rendering them unable to insert into the bloodstream to exert their biological activities. Methods: This is a comprehensive narrative review that critically summarizes and scrutinizes the new approaches to the treatment of mental disorders using curcumin, also highlighting its bioavailability properties. The most accurate were searched using effective and relevant keywords. Results: This narrative review reveals substantial evidence that curcumin can exert significant effects on several mental disorders. However, despite the low cost, the extensive and confirmed potency of curcumin and its involvement in signaling pathways and the scientifically confirmed data regarding its molecular mechanisms of action against mental disorders, this naturally occurring compound presents low oral bioavailability. Pharmaceutical technology has provided solutions to increase the bioavailability of curcumin. Combination with piperine, galactomannosides, liposomal formulation or nanoformulation overcomes the bioavailability and solubility disadvantages. Conclusions: Although curcumin demonstrates anti-anxiety, anti-depressive and anti-stress properties, studies on humans are limited and heterogeneous. Further research is highly recommended to determine the most functional formula, dose, duration, and possible side effects of curcumin on mental disorders in humans. Based on the current knowledge, the curcumin nanoformulation and Theracurmin, a form of colloidal submicroscopic particles, seem to be the most effective bioavailable formulations, which may be examined in future clinical human studies.

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“…Curcumin (CUR, C 21 H 20 O 6 , CAS registry No. 458-37-7) is a typical organic small molecule with intramolecular hydrogen bonding of enol isomerization and both keto-enol and β-diketone (Scheme ) structures. , In solution, the conversion of the keto-enol molecule of curcumin to the β-diketone form can be achieved by adjusting the pH − and polarity of the solvent. − However, limited by the high energy or fugacity of the β-diketone structure, curcumin is dominated by the keto-enol structure in the solid state . In particular, curcumin in the solid state (crystalline, powder, polymorph, etc.)…”

Section: Introductionmentioning

confidence: 99%

Reversible Intramolecular Proton Transfer in Curcumin Crystals and Nonlinear Size Correlation

Wan

Chen

Cao

et al. 2023

Crystal Growth & Design

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Intramolecular proton transfer is more difficult for curcumin in the solid state than in the solution. In this study, a reversible transformation of keto-enol to the β-diketone form of curcumin was achieved by nonchemical methods. The obstacle to intramolecular proton transfer was shown to be the intermolecular hydrogen bond at the keto-enol linkage. When the intermolecular hydrogen bond in the keto-enol site of the curcumin molecule is broken, reversible proton transfer will occur more easily. The energy fluctuations and vibrational shifts in the functional group spectra were captured during the proton transfer and conformational rearrangement with increasing temperature (from 170 to 183 °C) after desolvation. The maximum energy change in the proton transfer process of curcumin occurs in the 200 μm crystal (extreme value point), influenced by the combination of the specific surface area of the crystal itself and the degree of thermal homogeneity. This paper presents an environmentally friendly and efficient method to regulate the physicochemical properties of solid organic materials.

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A structural and optical study of curcumin and curcumin analogs

Cited by 8 publications

References 46 publications

Enhancing Transdermal Delivery of Curcumin-Based Ionic Liquid Liposomes for Application in Psoriasis

Enhancing Transdermal Delivery of Curcumin-Based Ionic Liquid Liposomes for Application in Psoriasis

Curcumin as a Multifunctional Spice Ingredient against Mental Disorders in Humans: Current Clinical Studies and Bioavailability Concerns

Reversible Intramolecular Proton Transfer in Curcumin Crystals and Nonlinear Size Correlation

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