Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2006-01-26
2009-11-10
Dentz, Bernard (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C549S384000
Reexamination Certificate
active
07615649
ABSTRACT:
A method for preparing A-type procyanidins is provided by reacting flavylium salts with catechins and analogs thereof, under anhydrous conditions in alcohol.
REFERENCES:
patent: 4938949 (1990-07-01), Borch et al.
patent: RE34878 (1995-03-01), Toyoshima et al.
patent: 5531991 (1996-07-01), Cheng et al.
patent: 6126940 (2000-10-01), Takahashi et al.
patent: 6200569 (2001-03-01), Cheng
patent: 6312753 (2001-11-01), Kealey et al.
patent: 1380699 (1999-05-01), None
patent: 1040431 (1989-02-01), None
patent: 4210644 (1992-07-01), None
Jurd et al, Tetrahedron, vol. 21, p. 1471-1483 (1965).
“ARS Project: Naturally Occurring Insulin Enhancing Factors”, (Project No. 1235-51520-037-03), http://web.archive.org/web/20040405035230/http://www.ars.usda.gov/research/projects/projects.htm?ACCN—NO=407920, (archived Apr. 5, 2004), 1 pg.
“Protein Facility Helps Diabetes Researcher”,The Innovator, Iowa State University, Biotechnology Instrumentation Facilities,(Jun. 28, 1996), 1 pg.
Anderson, R. A., et al., “An Improved Assay for Biologically Active Chromium”,Journal of Agriculture and Food Chemistry, 26(5), (1970), 1219-1221.
Anderson, R. A., et al., “Isolation and Characterization of Polyphenol Type-A Polymers From Cinnamon With Insulin-Like Biological Activity”,Journal of Agricultural and Food Chemistry, 52, (2004), 65-70.
Anderson, R., “Polyphenols From Cinnamon Increase Insulin Sensitivity: Functional and Clinical Aspects”,4th International Congress Dietary Antioxidants and Trace Elements, Vitamins and Polyphenols, 4, (Abstract Only), http://www.ars.usda.gov/research/publications/ Publications.htm?seq—no—115=176887, (Apr. 2005), 2 pgs.
Beecher, G. R., “Proanthocyanidins: Biological Activities Associated with Human Health”,Pharmaceutical Biology, 42, Supplement,(2004) 2-20.
Berrio, L. F., et al., “Insulin Activity: Stimulatory Effects of Cinnamon and Brewer's Yeast as Influenced by Albumin”,Hormone Research, 37(6), (1992),225-229.
Broadhurst, C. L., et al., “Insulin-Like Biological Activity of Culinary and Medicinal Plant Aqueous Extracts in Vitro”,J. Agric. Food Chem, 48, (2000), 849-852.
Carter, J. S., et al., “Non-Insulin-Dependent Diabetes Mellitus in Minorities in the United States”,Annals of Internal Medicine, 125(3), (Aug. 1, 1996), 221-232.
Foreman, J., “Cinnamon Joins Cholesterol Battle”, www.myhealthsense.com, http://web.archive.org/web/20041025074606/http://www.myhealthsense.com/ F040824—cinnamon.html (archived Oct. 25, 2004), 3 pgs.
Gray, A. M., et al., “Pancreatic and Extra-Pancreatic Effects of the Traditional Anti-Diabetic Plant,Medicago sativa(lucerne)”,British Journal of Nutrition, 78(2), (Aug. 1997), 325-334.
Impari-Radosevich, J., et al., “Regulation of PTP-1 and Insulin Receptor Kinase by Fractions From Cinnamon: Implications of Cinnamon Regulation of Insulin Signalling”,Hormone Research, 50, (1998), 177-182.
Jarvill-Taylor, K. , et al., “A Hydroxychalcone Derived From Cinnamon Functions as a Mimetic for Insulin in 3T3-L1 Adlpocytes”,Journal of the American College of Nutrition, 20(4), (2001), 327-336.
Khan, A., et al., “Cinnamon Improves Glucose and Lipids of People With Type 2 Diabetes”,Diabetes Care, 26(12), (2003), 3215-3218.
Khan, A., et al., “Insulating Potentiating Factor and Chromium Content of Selected Foods and Spices”,Biological Trace Element Research, 24, (1990), 183-188.
Kondo, K. , et al., “Conversion of procyanidin B-type (catechin dimmer) to A-type: Evidence for Abstraction of C-2 Hydrogen in Catechin During Radical Oxidation”,Tetrahedron Letters, 41(4), (2000), 485-488.
Mackenzie, D., “Cinnamon Spice Produces Healthier Blood”, NewScientist.com, http://www.newscientist.com/article.ns?id=dn4413&print=true, (Nov. 2003), 2 pgs.
McBride, J., “Cinnamon Extracts Boost Insulin Sensitivity”,Agricultural Research, (Jul. 2000), p. 21.
Morimoto, S. , et al., “Tannins and Related Compounds. LIX. Aesculitannins, Novel Proanthocyanidins with Doubly-bonded Structures fromAesculus hippocastanumL.”,Chemical&Pharmaceutical Bulletin, 35(12), (1987),4717-4729.
Nonaka, G.-I. , et al., “Tannins and Related Compounds. Part 13. Isolation and Structures of Trimeric, Tetrameric, and Pentameric Proanthicyanidins From Cinnamon”,Journal of Chemical Society, Perkin Transactions I, (1993),2139-2145.
Nonaka, Gen-Ichiro , et al., “Tannins and Related Compounds. L1. Structures of Proanthocyanidin A-1 and Related Compounds”,Chem. Pharm. Bull, 35, (1987),149-155.
Pomilio, A., et al., “Über die Konstitution der Kondensationsprodukte von Phenolen mit Flavyliumsalzen (On the Constitution of Condensation Products of Phenols with Flavylium Salts)”,Justus Liebigs Annalen der Chemie, Heft 4, (1977),597-601.
Reitman, V. , “For Type 2 Diabetes, Dash of Cinnamon May Help”,The Daily Camera, http://www.holistic.com/holistic/learning.nsf/31efaf81faf8de6a87256906004b973a/5f12cc099fc17b2887256e2b007eb98e! OpenDocument, (Jan. 26, 2004), 3 pgs.
Schoene, N. W., et al., “Water-Soluble Polymeric Polyphenols From Cinnamon Inhibit Proliferation and Alter Cell Cycle Distribution Patterns of Hematologic Tumor Cell Lines”,Cancer Letters, 230(1), (Dec. 8, 2005),134-140.
Soltis, L. , et al., “Effects of Dietary Cinnamon on Insulin-Mediated Physiological Parameters”,The FASEB Journal, 13(5), (Abstract No. 669.1), Experimental Biology 99®—Abstracts (Part II),(1989), p. A884.
“International Search Report for corresponding PCT Application No. PCT/US2006/002754”, (Jul. 27, 2006), 4 pgs.
Hashimoto, F., et al., “Tannins and Related Compounds XC.1)8-C-Ascorbyl(--)-Epigallocatechin 3-O-Gallate and Novel Dimeric Flavan-3-ols, Oolonghomobisflavans A and B, from Oolong Tea. (3)”,Chem. Pharm. Bull, 37(12), (1989), 3255-3263.
Jurd, L., et al., “Anthocyanidins and Related Compounds-VII Reactions of Flavylium Salts with 5,5-Dimethyl-1,3-Cyclohexanedione at pH 5.8”,Tetrahedron, 21, (1965), 3697-3705.
Kraus George A.
Yuan Yi
Dentz Bernard
Haukaas Michael H.
Iowa State University Research Foundation Inc
Schwegman Lundberg & Woessner, P.A.
LandOfFree
Synthesis of polycyclic procyanidins does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Synthesis of polycyclic procyanidins, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Synthesis of polycyclic procyanidins will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-4058223