Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai
Reexamination Certificate
2003-12-12
2008-11-04
Maier, Leigh C (Department: 1623)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Carbohydrate doai
C514S738000
Reexamination Certificate
active
07446101
ABSTRACT:
The present invention describes an improved commercial process for the production of carotenoid-cyclodextrin complexes and formulation of the complex for human ingestion. Complexation with cyclodextrins (e.g., α-cyclodextrin, β-cyclodextrin, γ-cyclodextrin, or HP-β-cyclodextrin) significantly improves the uptake of carotenoids (e.g., lycopene, lutein, or zeaxanthin) and their mixtures in vitro. The method for making such complexes includes forming a carotenoid/cyclodextrin complex; freezing drying said carotenoid/cyclodextrin complex; and blending said freeze-dried carotenoid/cyclodextrin complex with a mixture of lecithin and a vegetable oil or a vegetable oil suitable for soft gelatin capsules. The cyclodextrin/carotenoid complex can be formed in a molar ratio of between about 0.5:1.0 and 10:1. In vivo, in a human study, the lutein/γ-cyclodextrin complex formulated in lecithin-oil or oil showed a better absorption of lutein, as compared to the free lutein-oil formulation.
REFERENCES:
patent: 4125630 (1978-11-01), Orthoefer
patent: 4929774 (1990-05-01), Fukamachi et al.
patent: 5221735 (1993-06-01), Leuenberger et al.
patent: 5384186 (1995-01-01), Trinh et al.
patent: 6313169 (2001-11-01), Bowen et al.
patent: 6569463 (2003-05-01), Patel et al.
patent: 2004/0109920 (2004-06-01), Reuscher et al.
Szente, L. et al “Stabilization and stabilization of lipophilic natural colorants with cyclodextrins” J. Incl. Phen. (1998) vol. 32, pp. 81-89.
Basu, H. et al “Encapsulated carotenoid preparations . . . ” JAOCS (2001) vol. 78, No. 4, pp. 375-380.
Hedges, A. “Industrial applications of cyclodextrins” (1998) vol. 98, pp. 2035-2044.
Olmedill, B. “A European multicentre, placebo-controlled supplementation . . . ” Clin. Sci. (2002) vol. 102, pp. 447-456.
Pfitzner, I. et al “Carotenoid: methyl-beta-cyclodextrin formulations . . . ” BBA (2000) vol. 1474, pp. 163-168.
Kulevskaya, V. et al “Stability of beta-carotene in complexes . . . ” Pharm. Chem. J. (2002) vol. 36, No. 1, pp. 36-39.
Sharper, P. “When bioavailability or stability is a problem” http://www.samedanltd.com/members/archives/PMPS/Autumn2001/PeterSharper.htm, retrieved Mar. 30, 2006.
Mele, A. et al “Non-covalent associations of cyclomaltooligosaccharides (cyclodextrins) with carotenoids in water” Carbohyd. Res. (2002) vol. 337, pp. 1129-1136.
Yu, et al., “Effect of camphor/cyclodextrin complexation on the statility of O/W/O multiple emulsions”, Int J Pharm Aug. 11, 2003;261(1-2);1-8.
Valero, et al., “Ternary naproxen: beta-cyclodextrin:polyethylene glycol complex formation”, Int J Pharm Oct. 20, 2003; 265(1-2):141-9.
Tonnesen, et al., “Studies of curcumin and curcuminoids, XXVII. Cyclodextrin complexation: solubility, chemical and photochemical stability”, Int J Pharm. Sep. 5, 2002;244(1-2).
Mura, et al., “Influence of the Preparation Method on the Physicochemical Properties of Binary Systems of Econazole with Cyclodextrins”, Int Journ of Pharm 193 (1999) 85-95.
Lockwood, et al., “Improved Aqueous Solubility of Crystalline Astaxanthin (3,3′-dihydroxy-B,B-carotene-4,4″-dione) by Captisol (Sulfobutyl Ether B-Cyclodextrin)”, Jour of Pharm Sci, vol. 92, 922-926 (2003).
Miyake, et al., “Improvement of solubility and oral bioavailability of rutin complexation with 2-hydroxypropyl-beta-cyclodextrin”, Pharm Dev technol 2000;5(3) :399-407.
Baskaran, V., Sugawara, T., and Nagao, A., Phospholipids affect the intestinal absorption of carotenoids in mice, Lipids, 2003, 38: 705-11.
Xie W., Xu, W., and Feng, G., Study on the inclusion interaction of beta-cyclodextrin with phosphatidylcholine by UV spectra, Guang Pu Xue Yu Guang Pu Fen Xi, 2001 21(5): 707-9. (Article in Chinese)1, abstract only.
Anderson, T.G., Tan, A., Ganz, P., and Seelig, J., Calorimetric measurement of phospholipids interaction with methyl-beta-cyclodextrin, Biochemistry, 2004, 43: 2251-2261.
Bowen, P.E., Herbst-Espinosa, S. M., Hussain, E.A., and Stacewicz-Sapuntzakis, M., Esterification does not impair lutein bioavailability in humans, J Nutr. 2002, 132(12): 3668-3673.
Kagan Daniel I.
Madhavi Doddabele L.
Bioactives, LLC
Maier Leigh C
Mueller Smith
LandOfFree
Bioavailable carotenoid-cyclodextrin formulations for... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Bioavailable carotenoid-cyclodextrin formulations for..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Bioavailable carotenoid-cyclodextrin formulations for... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-4023692