Increasing Post-Digestive Solubility of Curcumin Is the Most Successful Strategy to Improve its Oral Bioavailability: A Randomized Cross-Over Trial in Healthy Adults and In Vitro Bioaccessibility Experiments.

apparent permeability coefficient curcumin formulations dose-normalization in vitro digestion pharmacokinetics

Journal

Molecular nutrition & food research
ISSN: 1613-4133
Titre abrégé: Mol Nutr Food Res
Pays: Germany
ID NLM: 101231818

Informations de publication

Date de publication:
12 2021
Historique:
revised: 26 08 2021
received: 23 06 2021
pubmed: 20 10 2021
medline: 1 4 2022
entrez: 19 10 2021
Statut: ppublish

Résumé

Different mechanistic approaches to improve the low oral bioavailability of curcumin have been developed, but not yet directly compared in humans. In a randomized, double-blind, cross-over trial with 12 healthy adults, the 24 h pharmacokinetics of a single dose of 207 mg curcumin is compared from the following formulations: native, liposomes, with turmeric oils, with adjuvants (including piperine), submicron-particles, phytosomes, γ-cyclodextrin complexes, and micelles. No free, but only conjugated curcumin is detected in all subjects. Compared to native curcumin, a significant increase in the area under the plasma concentration-time curve is observed for micellar curcumin (57-fold) and the curcumin-γ-cyclodextrin complex (30-fold) only. In vitro digestive stability, solubility, and micellization efficiency of micellar curcumin (100%, 80%, and 55%) and curcumin-γ-cyclodextrin complex (73%, 33%, and 23%) are higher compared to all other formulations (<72%, <8%, and <4%). The transport efficiencies through Caco-2 cell monolayers of curcumin from the digested mixed-micellar fractions did not differ significantly. The improved oral bioavailability of micellar curcumin, and to a lesser extent of γ-cyclodextrin curcumin complexes, appears to be facilitated by increased post-digestive stability and solubility, whereas strategies targeting post-absorptive processes, including inhibition of biotransformation, appear ineffective.

Identifiants

pubmed: 34665507
doi: 10.1002/mnfr.202100613
doi:

Substances chimiques

Curcumin IT942ZTH98

Types de publication

Journal Article Randomized Controlled Trial Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

e2100613

Informations de copyright

© 2021 The Authors. Molecular Nutrition & Food Research published by Wiley-VCH GmbH.

Références

T. Tsuda, Food Funct. 2018, 9, 705.
a) S. C. Gupta, B. Sung, J. H. Kim, S. Prasad, S. Li, B. B. Aggarwal, Mol. Nutr. Food Res. 2013, 57, 1510;
b) B. B. Aggarwal, A. Kumar, A. C. Bharti, Anticancer Res. 2003, 23, 363;
c) A. Goel, A. B. Kunnumakkara, B. B. Aggarwal, Biochem. Pharmacol. 2008, 75, 787;
d) M. Pulido-Moran, J. Moreno-Fernandez, C. Ramirez-Tortosa, M. Ramirez-Tortosa, Molecules 264, 2016, 21, 264.
C. R. Ireson, D. J. L. Jones, S. Orr, M. W. H. Coughtrie, D. J. Boocock, M. L. Williams, P. B. Farmer, W. P. Steward, A. J. Gescher, Cancer Epidemiol. Biomarkers Prev. 2002, 11, 105.
S. K. Vareed, M. Kakarala, M. T. Ruffin, J. A. Crowell, D. P. Normolle, Z. Djuric, D. E. Brenner, Cancer Epidemiol. Biomarkers Prev. 2008, 17, 1411.
C. D. Lao, M. T. Ruffin, D. Normolle, D. D. Heath, S. I. Murray, J. M. Bailey, M. E. Boggs, J. Crowell, C. L. Rock, D. E. Brenner, BMC Complement. Altern. Med. 2006, 6, 10.
G. Shoba, D. Joy, T. Joseph, M. Majeed, R. Rajendran, P. S. Srinivas, Planta Med. 1998, 64, 353.
R. A. Sharma, H. R. McLelland, K. A. Hill, C. R. Ireson, S. A. Euden, M. M. Manson, M. Pirmohamed, L. J. Marnett, A. J. Gescher, W. P. Steward, Clin. Cancer Res. 2001, 7, 1894.
C. Schiborr, A. Kocher, D. Behnam, J. Jandasek, S. Toelstede, J. Frank, Mol. Nutr. Food Res. 2014, 58, 516.
M. Purpura, R. P. Lowery, J. M. Wilson, H. Mannan, G. Münch, V. Razmovski-Naumovski, Eur. J. Nutr. 2018, 57, 929.
V. S. Gota, G. B. Maru, T. G. Soni, T. R. Gandhi, N. Kochar, M. G. Agarwal, J. Agric. Food Chem. 2010, 58, 2095.
J. Cuomo, G. Appendino, A. S. Dern, E. Schneider, T. P. McKinnon, M. J. Brown, S. Togni, B. M. Dixon, J. Nat. Prod. 2011, 74, 664.
R. Jäger, R. P. Lowery, A. V. Calvanese, J. M. Joy, M. Purpura, J. M. Wilson, Nutr. J. 2014, 13, 11.
H. Sasaki, Y. Sunagawa, K. Takahashi, A. Imaizumi, H. Fukuda, T. Hashimoto, H. Wada, Y. Katanasaka, H. Kakeya, M. Fujita, K. Hasegawa, T. Morimoto, Biol. Pharma. Bull. 2011, 34, 660.
M. Kanai, A. Imaizumi, Y. Otsuka, H. Sasaki, M. Hashiguchi, K. Tsujiko, S. Matsumoto, H. Ishiguro, T. Chiba, Cancer Chemother. Pharmacol. 2012, 69, 65.
G. G. L. Yue, S.-W. Cheng, H. Yu, Z.-S. Xu, J. K. M. Lee, P.-M. Hon, M. Y. H. Lee, E. J. Kennelly, G. Deng, S. K. Yeung, J. Med. Food 2012, 15, 242.
S. Gopi, J. Jacob, K. Varma, S. Jude, A. Amalraj, C. A. Arundhathy, R. George, T. R. Sreeraj, C. Divya, A. B. Kunnumakkara, Phytother. Res. 2017, 31, 1883.
R. Jamwal, J. Integr. Med. 2018, 16, 367.
S. J. Stohs, J. Ji, L. R. Bucci, H. G. Preuss, J. Am. Coll. Nutr. 2018, 37, 51.
S. J. Stohs, O. Chen, S. D. Ray, J. Ji, L. R. Bucci, H. G. Preuss, Molecules 1397, 2020, 25, 1397.
P. Fança-Berthon, M. Tenon, S. L.e Bouter-Banon, A. Manfré, C. Maudet, A. Dion, H. Chevallier, J. Laval, R. B. van Breemen, J. Nutr. 2021, 151, 1802.
A. Kocher, C. Schiborr, D. Behnam, J. Frank, Journal of Functional Foods 2015, 14, 183.
G. N. Asher, Y. Xie, R. Moaddel, M. Sanghvi, K. S. S. Dossou, A. D. M. Kashuba, R. S. Sandler, R. L. Hawke, J. Clin. Pharmacol. 2017, 57, 185.
Y. Sunagawa, S. Hirano, Y. Katanasaka, Y. Miyazaki, M. Funamoto, N. Okamura, Y. Hojo, H. Suzuki, O. Doi, T. Yokoji, J. Nutr. Sci. Vitaminol. 37, 2015, 61, 37.
A. Kocher, L. Bohnert, C. Schiborr, J. Frank, Mol. Nutr. Food Res. 2016, 60, 1555.
a) J. R. Santos-Parker, T. R. Strahler, C. J. Bassett, N. Z. Bispham, M. B. Chonchol, D. R. Seals, Aging (Albany NY) 2017, 9, 187;
b) B. K. McFarlin, A. S. Venable, A. L. Henning, J. N. B. Sampson, K. Pennel, J. L. Vingren, D. W. Hill, BBA Clin. 2016, 5, 72;
c) K. H. M. Cox, D. J. White, A. Pipingas, K. Poorun, A. Scholey, Nutrients 1678, 2020, 12, 1678;
d) K. H. M. Cox, A. Pipingas, A. B. Scholey, J. Psychopharmacol. 2015, 29, 642.
a) Y. Panahi, P. Kianpour, R. Mohtashami, R. Jafari, L. E. Simental-Mendía, A. Sahebkar, Drug Res. (Stuttg) 2017, 67, 244;
b) S. R. Mirhafez, A. R. Farimani, M. Dehhabe, M. Bidkhori, M. Hariri, B. F. Ghouchani, F. Abdollahi, J. Gastrointestin. Liver Dis. 2019, 28, 183;
c) G. Belcaro, M. R. Cesarone, M. Dugall, L. Pellegrini, A. Ledda, M. G. Grossi, S. Togni, G. Appendino, Altern. Med. Rev. 2010, 15, 337.
a) Y. Panahi, N. Khalili, E. Sahebi, S. Namazi, Ž. Reiner, M. Majeed, A. Sahebkar, Complement. Therap. Med. 2017, 33, 1;
b) M. Shadnoush, H. Zahedi, A. Norouzy, A. Sahebkar, O. Sadeghi, A. Najafi, S. Hosseini, M. Qorbani, A. Ahmadi, S. H. Ardehali, Phytother. Res. 2020, 34, 3180.
X.-L. Chen, X.-L. Liang, G.-W. Zhao, Q.-Y. Zeng, W. Dong, L.-Q. Ou, H.-N. Zhang, Q.-Y. Jiang, Z.-G. Liao, J. Pharm. Pharmacol. 2021, 73, 641.
N. Karimi, B. Ghanbarzadeh, H. Hamishehkar, F. Keivani, A. Pezeshki, M. M. Gholian, Appl. Food Biotechnol. 2015, 2, 17.
B. Antony, B. Merina, V. S. Iyer, N. Judy, K. Lennertz, S. Joyal, Indian J. Pharm. Sci. 445, 2008, 70, 445.
D. Suresh, K. Srinivasan, Indian J. Med. Res. 2010, 131, 682.
a) P. Anand, A. B. Kunnumakkara, R. A. Newman, B. B. Aggarwal, Mol. Pharmaceutics 2007, 4, 807;
b) M. Dei Cas, R. Ghidoni, Nutrients 2147, 2019, 11, 2147;
c) R. I. Mahran, M. M. Hagras, D. Sun, D. E. Brenner, AAPS J. 2017, 19, 54.
A. L. Cheng, C. H. Hsu, J. K. Lin, M. M. Hsu, Y. F. Ho, T. S. Shen, J. Y. Ko, J. T. Lin, B. R. Lin, W. Ming-Shiang, Anticancer Res. 2001, 21, 2895.
F. Mohammadi, A.-K. Bordbar, A. Divsalar, K. Mohammadi, A. A. Saboury, Protein J. 2009, 28, 189.
A. C. Pinheiro, M. Lad, H. D. Silva, M. A. Coimbra, M. Boland, A. A. Vicente, Soft Matter 2013, 9, 3147.
B. Zheng, S. Peng, X. Zhang, D. J. McClements, J. Agric. Food Chem. 2018, 66, 10816.
a) R. L. Carrier, L. A. Miller, I. Ahmed, J. Controlled Release 2007, 123, 78;
b) V. Suvarna, P. Gujar, M. Murahari, Biomed. Pharmacother. 2017, 88, 1122.
M. C. Taira, N. S. Chiaramoni, K. M. Pecuch, S. Alonso-Romanowski, Drug Deliv. 2004, 11, 123.
D. Gao, H. Liu, J.-M. Lin, Y. Wang, Y. Jiang, Lab Chip 2013, 13, 978.
B. Wahlang, Y. B. Pawar, A. K. Bansal, Eur. J. Pharm. Biopharm. 2011, 77, 275.
J. Wang, W. Ma, P. Tu, Colloids Surf. B Biointerfaces 2015, 133, 108.
Z. Zeng, Z. L. Shen, S. Zhai, J. L. Xu, H. Liang, Q. Shen, Q. Y. Li, Eur. J. Pharm. Biopharm. 2017, 117, 123.
H. Yu, Q. Huang, J. Agric. Food Chem. 2011, 59, 9120.
D. M. Mudie, K. Murray, C. L. Hoad, S. E. Pritchard, M. C. Garnett, G. L. Amidon, P. A. Gowland, R. C. Spiller, G. E. Amidon, L. Marciani, Mol. Pharmaceutics 2014, 11, 3039.
J. Kruger, W. Stuetz, J. Frank, J. Agric. Food Chem. 2019, 67, 5792.
G. Repetto, A. del Peso, J. L. Zurita, Nat. Protoc. 2008, 3, 1125.
R. Konsoula, F. A. Barile, Toxicol. In Vitro 2005, 19, 675.
D. C. Scales, G. D. Rubenfeld, J. Crit. Care 2005, 20, 6.

Auteurs

Sandra Flory (S)

Department of Food Biofunctionality, Institute of Nutritional Sciences, University of Hohenheim, 70599 Stuttgart, Germany.

Nadine Sus (N)

Department of Food Biofunctionality, Institute of Nutritional Sciences, University of Hohenheim, 70599 Stuttgart, Germany.

Kathrin Haas (K)

Department of Food Biofunctionality, Institute of Nutritional Sciences, University of Hohenheim, 70599 Stuttgart, Germany.

Sina Jehle (S)

Department of Food Biofunctionality, Institute of Nutritional Sciences, University of Hohenheim, 70599 Stuttgart, Germany.

Eva Kienhöfer (E)

Department of Food Biofunctionality, Institute of Nutritional Sciences, University of Hohenheim, 70599 Stuttgart, Germany.

Reinhard Waehler (R)

TISSO Naturprodukte GmbH, 57482 Wenden, Germany.

Günther Adler (G)

Department of Food Biofunctionality, Institute of Nutritional Sciences, University of Hohenheim, 70599 Stuttgart, Germany.

Sascha Venturelli (S)

Department of Nutritional Biochemistry, Institute of Nutritional Sciences, University of Hohenheim, 70599 Stuttgart, Germany.

Jan Frank (J)

Department of Food Biofunctionality, Institute of Nutritional Sciences, University of Hohenheim, 70599 Stuttgart, Germany.

Articles similaires

[Redispensing of expensive oral anticancer medicines: a practical application].

Lisanne N van Merendonk, Kübra Akgöl, Bastiaan Nuijen
1.00
Humans Antineoplastic Agents Administration, Oral Drug Costs Counterfeit Drugs

Smoking Cessation and Incident Cardiovascular Disease.

Jun Hwan Cho, Seung Yong Shin, Hoseob Kim et al.
1.00
Humans Male Smoking Cessation Cardiovascular Diseases Female
Humans United States Aged Cross-Sectional Studies Medicare Part C
1.00
Humans Yoga Low Back Pain Female Male

Classifications MeSH