Diacetylcurcumin: Its Potential Antiarthritic Effect on a Freund’s Complete Adjuvant-Induced Murine Model
Abstract
:1. Introduction
2. Results
2.1. Acute Toxicity Studies
2.2. Anti-Inflammatory Activity
2.2.1. Behavior of Controls
2.2.2. Effect of the Oral Administration of the Diacetylcurcumin and Curcumin against FCA-Induced Arthritis
3. Discussion
4. Materials and Methods
4.1. Drugs and Chemicals
4.2. Extraction and Purification of Curcumin
4.3. Synthesis of Diacetylcurcumin
4.4. HPLC and NMR Analysis
4.5. Pharmacological Effect
4.5.1. Animals
4.5.2. Acute Toxicity Studies
4.5.3. Anti-Inflammatory Activity
5. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are available from the authors. |
1H a | Curcumin | Diacetylcurcumin | ||||||
---|---|---|---|---|---|---|---|---|
Chemical Shift | Multiplicity | Integral | Coupling Constant (Hz) | Chemical Shift | Multiplicity | Integral | Coupling Constant (Hz) | |
CH3-2‴ | s | 6 | 2.33 | s | 6 | |||
CH3-2″ | 3.93 | s | 6 | 3.88 | s | 6 | ||
H-4 | 5.82 | s | 1 | 5.85 | s | 1 | ||
H-2/H-6 | 6.48 | d | 2 | J = 15.72 | 6.56 | d | 2 | J = 15.86 |
H-5′ | 6.91 | d | 2 | J = 8.01 | 7.06 | d | 2 | J = 8.11 |
H-2’/H-6′ | 7.07 | m | 4 | |||||
H-2′ | 7.12 | d | 2 | J = 1.81 | ||||
H-6′ | 7.15 | dd | 2 | J = 8.15, 1.82 | ||||
H-1/H-7 | 7.57 | d | 2 | J = 15.72 | 7.61 | d | 2 | J = 15.78 |
O-Haryl | 8.04 | Wide signal | 2 | |||||
O-H | 16.11 | Wide signal | 1 | 15.85 | Wide signal | 1 |
Carbon a | Chemical Shift | |
---|---|---|
Curcumin | Diacetylcurcumin | |
C-2‴ | 20.87 | |
C-2″ | 55.42 | 56.11 |
C-4 | 100.62 | 102.01 |
C-2′ | 109.66 | 111.63 |
C-5′ | 114.99 | 123.48 |
C-2 and C-6 | 120.75 | 124.45 |
C-6′ | 122.40 | 121.27 |
C-1′ | 126.55 | 134.15 |
C-1 and C-7 | 140.17 | 140.14 |
C-4′ | 147.12 | 141.49 |
C-3′ | 148.31 | 151.59 |
C-1‴ | 169.00 | |
C-3 and C-5 | 182.76 | 183.28 |
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Escobedo-Martínez, C.; Guzmán-Gutiérrez, S.L.; Carrillo-López, M.I.; Deveze-Álvarez, M.A.; Trujillo-Valdivia, A.; Meza-Morales, W.; Enríquez, R.G. Diacetylcurcumin: Its Potential Antiarthritic Effect on a Freund’s Complete Adjuvant-Induced Murine Model. Molecules 2019, 24, 2643. https://doi.org/10.3390/molecules24142643
Escobedo-Martínez C, Guzmán-Gutiérrez SL, Carrillo-López MI, Deveze-Álvarez MA, Trujillo-Valdivia A, Meza-Morales W, Enríquez RG. Diacetylcurcumin: Its Potential Antiarthritic Effect on a Freund’s Complete Adjuvant-Induced Murine Model. Molecules. 2019; 24(14):2643. https://doi.org/10.3390/molecules24142643
Chicago/Turabian StyleEscobedo-Martínez, Carolina, Silvia Laura Guzmán-Gutiérrez, María Isabel Carrillo-López, Martha Alicia Deveze-Álvarez, Alfonso Trujillo-Valdivia, William Meza-Morales, and Raúl G. Enríquez. 2019. "Diacetylcurcumin: Its Potential Antiarthritic Effect on a Freund’s Complete Adjuvant-Induced Murine Model" Molecules 24, no. 14: 2643. https://doi.org/10.3390/molecules24142643