Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2007-02-20
2007-02-20
Henley, III, Raymond J. (Department: 1614)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C514S458000, C514S570000, C514S571000, C514S725000
Reexamination Certificate
active
11032931
ABSTRACT:
The present invention relates to ascorbic acid single-phase solution compositions that provide enhanced stability, enhanced solubility and an enhanced photoprotective effect as compared to prior compositions. The compositions comprise L-ascorbic acid; a cinnamic acid derivative such as p-coumaric acid, ferulic acid, caffeic acid, sinapinic acid, a derivative thereof, and a combination thereof; a solvent comprising a glycol ether and an alkanediol; and water; the composition having a pH of no more than about 3.5. The compositions may also comprise a form of Vitamin E and are useful for treatment of radical-induced damage to a subject, particularly the skin of a subject.
REFERENCES:
patent: 2132662 (1938-10-01), Volwiler et al.
patent: 2134246 (1938-10-01), Basel et al.
patent: 2140989 (1938-12-01), Eisenbrand et al.
patent: 2150140 (1939-03-01), Wamat
patent: 2161651 (1939-06-01), Roberts
patent: 2165184 (1939-07-01), Pastemack et al.
patent: 2187467 (1940-01-01), Stuart
patent: 2249903 (1941-07-01), Lautenschlager et al.
patent: 2294937 (1942-09-01), Ruskin
patent: 2297212 (1942-09-01), Gockel
patent: 2400171 (1946-05-01), Ruskin
patent: 2442461 (1948-06-01), Karrer et al.
patent: 2585580 (1952-02-01), Opplt
patent: 2721161 (1955-10-01), Maiese
patent: 4199469 (1980-04-01), Walzer
patent: 4294852 (1981-10-01), Wildnauer et al.
patent: 4367157 (1983-01-01), Sherman
patent: 4372874 (1983-02-01), Modrovich
patent: 4722936 (1988-02-01), Jacob
patent: 4818521 (1989-04-01), Tamabuchi
patent: 4847071 (1989-07-01), Bissett et al.
patent: 4938969 (1990-07-01), Schinitsky et al.
patent: 4946671 (1990-08-01), Bissett et al.
patent: 4954332 (1990-09-01), Bissett et al.
patent: 4983382 (1991-01-01), Wilmott et al.
patent: 5023235 (1991-06-01), N'Guyen et al.
patent: 5140043 (1992-08-01), Darr et al.
patent: 5536500 (1996-07-01), Galey et al.
patent: 5703122 (1997-12-01), Duffy
patent: 5736567 (1998-04-01), Cantin et al.
patent: 6146664 (2000-11-01), Siddiqui
patent: 6346254 (2002-02-01), Streicher et al.
patent: 6521271 (2003-02-01), Phan
patent: 6524599 (2003-02-01), Pinnell
patent: 2002/0034548 (2002-03-01), Parr et al.
patent: 2003/0152536 (2003-08-01), Pauly et al.
patent: 2003/0152656 (2003-08-01), Pinnell et al.
patent: 2004/0152912 (2004-08-01), Taniguchi et al.
patent: 0664290 (1995-07-01), None
patent: 1 121 926 (2001-08-01), None
patent: 2655054 (1991-05-01), None
patent: 59 015477 (1984-01-01), None
patent: S63-37087 (1989-08-01), None
patent: 6009603 (1994-01-01), None
patent: WO 00/76492 (2000-12-01), None
patent: WO 00/78283 (2000-12-01), None
patent: WO 01/91715 (2001-12-01), None
patent: WO 02/019972 (2002-03-01), None
patent: WO 02/081027 (2002-10-01), None
International Search Report in a counterpart PCT Application No. PCT/US2005/001053, mailed May 11, 2005 and Notice of Mailing regarding same.
Written Opinion of the International Searching Authority in a counterpart PCT Application No. PCT/US2005/001053, mailed May 11, 2005.
Chemical Abstracts, “110:198950r Cosmetic skin lightening and UV-absorbing compositions containing isoferulic acid (salts), ascorbic acid (derivatives), and polyalcohols”, Shiyaku, et al., vol. 110, (1989), (Pub. Nov. 1988).
Bissett, et al., “Photoprotective effect of superoxide-scavenging antioxidants against ultraviolet radiation-induced chronic skin damage in the hairless mouse”, pp. 58-60, Photodermatol Photoimmunol Photomed 1990: 7: pp. 58 and 60.
Brand, et al., “Going with the grain. (Ingredients: Rice)”, Soap Perfumery & Cosmetics, 76, 3, 40(4), ISSN: 0037-749X, pp. 1-6, (1993), Mar. 2003.
Buettner, et al., “Catalytic Metals, Ascorbate and Free Radicals; Combinations to Avoid” Radiation Res. 145, 532-541 (1996), Presented at the Fenton Centennial Symposium at the 42ndAnnual Meeting of the Radiation Research Society, San Jose CA, Apr. 1995.
Buettner & Schafer 3, “AscH2is a Di-acid”, Ascorbate Chemistry, Oxygen Society Education Program, (Date Unknown.).
Buettner & Schafer 4, “Forms of Ascorbate”, Ascorbate Chemistry, Oxygen Society Education Program, (Date Unknown.).
Buettner & Schafer 5, “Ascorbate Falling Apart”, Ascorbate Chemistry, Oxygen Society Education Program,(Date Unknown.).
Buettner & Schafer 6, “Kinetics of AscH- Reactions”, Ascorbate Chemistry, Oxygen Society Education Program,(Date Unknown.).
Buettner & Schafer 15, “The Pecking Order”, Ascorbate Chemistry, Oxygen Society Education Program, (Date Unknown.).
Ciminera, et al., “Stable Ascorbic Acid Solution for Parental Use” Scientific Edition, Journal Of The American Pharmaceutical Association, pp. 363-365, 1946.
Cosmetics & Personal Care Market, Eastman referencing J. Am. Coll. Toxicol., 4(5), 1985.
Deutsch, “Review Dehydroascorbic Acid” Journal of Chromatography A 881 (2000) pp. 299-307, © 2000 Elsevier Science B.V.
Diethylenglykolmonoethylether, pp. 1-2, Apr. 13, 2003 © ab 1999 Ralf Rebmann http://www.gifte.de/diethylenglykolmonoethylether.htm.
Diethylene Glycol Monoethyl Ether, H&S: Diethylene Glycol Monoethyl Ether, NTP Chemical Repository, Last Revised Aug. 13, 2001, pp. 1-8, http:/
tp-dp.niehs.nih.gov/NTP—Reports/NTP—Chem—HS—HTML/NTP—Chem1/Radian111 . . .
Englard et al., “The Biochemical Functions of Ascorbic Acid”, Annual Reviews Inc., 1986, pp. 365-395, 398-406.
Fox, “Topical bioactive materials (part 2)” Cosmetics and Toiletries, Sep. 1994, pp. 83 (22), v109, n9, ISSN: 0361-4387.
“HORT640—Metabolic Plant Physiology”, Ligin biosynthesis—Secondary products derived from aromatic amino acids, Aug. 20, 2003, pp. 1-3, http://www.hort.purdue.edu/rhodev/hort640c/secprod/se00016.htm.
Imai, et al., “The Antiscorbutic Activity of L-Ascorbic Acid Phosphate Given Orally and Percutaneously in Guinea Pigs”, The Japanese Journal of Pharmacology, vol. 17, No. 2, Jun. 1967, pp. 317-324.
Increasing use of high sun protection factors in sunscreen products, printed Sep. 15, 2003, 2 pages http://www.roche.com/pages/facets/1/uvfilte.htm.
Kunert et al., “The Effect of Vitamin C on in vivo Lipid Peroxidation in Guinea Pigs as Measured by Pentane and Ethane Production”, LIPIDS, vol. 18, No. 4, (1983), pp. 271-274.
Lewin, “Vitamin C: Its Molecular Biology and Medical Potential”, Academic Press, 1976, pp. 4-63, 196-223.
Lin, “UV photoprotection by combination topical antioxidants vitamin C vitamin E” © 2003 American Academy of Dermatology, Inc., J Am Acad Dermatol, pp. 866-874, vol. 48, No. 6.
Lu, “Interactions of lipoic acid radical cations with vitamins C and E analogue and hydroxycinnamic acid derivatives” Archives of Biochemistry and Biophysics 406, © 2002 Elsevier Science (USA), pp. 78-84, Academic Press.
Merck & Co., Inc. “Ascorbic Acid Vitamin C in Wound Healing”, Annotated Bibliography, pp. 1-15, Merck Service Bulletin, Mar. 1941.
Meucci et al., “Ascorbic Acid Stability in Aqueous Solutions”, Acta Vitaminol. Enzymol., 1985, 7(3-4) pp. 147-154.
Pinnell, “Cutaneous photodamage, oxidative stress, and topical antioxidant protection” Continuing Medical Education, From Duke University Medical Center, © 2003 by the American Academy of Dermatology, Inc., pp. 1-22, J Am Acad Dermatol, vol. 48, No. 1.
Pinnell, “Topical L-Ascorbic Acid: Percutaneous Absorption Studies” Dermatol. Surg. 2001; 27:137-142 © Feb. 2001 by the American Society for Dermatologic Surgery, Inc., pp. 137-142, published by Blackwell Science, Inc., ISSN: 1076-0512/01.
Propanediol by HyperDictionary.com, © 2000-2003 Webnox Corp.
Propylene glycol, The Chemistry Store.com, http://www.chemistrystore.com/propylene—glycol.htm, 2002.
Rice-Evans, “Structure-Antioxidant Activity Relationships of Flavonoids and Phenolic Acids” Review Article, Free Radical Biology & Medicin
Pinnell Sheldon R.
Zielinski Jan E.
Brown Randall C.
Haynes and Boone LLP
Henley III Raymond J.
L'Oreal USA Creative Inc.
LandOfFree
Stabilized ascorbic acid compositions and methods therefor does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Stabilized ascorbic acid compositions and methods therefor, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Stabilized ascorbic acid compositions and methods therefor will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3875187