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United States Patent 5,177,061

United States Patent     5,382,431

Pickart     Sept. 22, 1989


Method for stimulating hair growth using GHL-Cu complexes.



Pickart; Loren R. (Bellevue, WA).



ProCyte (Bellevue, WA).


Appl. No:




Sept. 22, 1989


Related U.S. Application Data:

Continuation of (including streamline cont.) Ser. No.48,444, May 11, 1987, abandoned, which is a continuation-in-part of Ser. No. 699,824, Feb. 8, 1985, Pat. No. 4,665,054.


Intl. Cl.: A61K 37/02; C07K 5/08

Current U.S. Cl. 514/ 18; 514/ 6

Field of Search: 514/18, 6



Methods and compositions for (a) stimulating the growth of hair in warm-blooded animals, (b) increasing subcutaneous fat in warm-blooded animals, and (c) increasing the density of hair follicles in warm-blooded animals are disclosed. The methods utilize an effective amount of a composition comprising a derivative of GHL-Cu.

10 Claims, 4 Drawing Figures

References Cited:

U.S. Patent Documents

3,194,732     Jul., 1965     Neuhauser     167/58

3,551,554     Dec., 1970     Herschler     514/18

3,558,770     Jan., 1971     Gordon et al.     424/80

3,758,682     Sept., 1973     Huber et al.     424/28

3,767,784     Oct., 1973     Gluck      514/18

3,832,338     Aug., 1974     Huber et al.     260/113

4,022,888     May, 1977     Huber et al.     424/177

4,167,945     Sept., 1979     Gottlieb     424/101

4,177,261     Dec., 1979     Dietze et al.     424/101

4,263,428     Apr., 1981     Apple et al.     536/17

4,287,184     Sept., 1981     Young     424/95

4,440,788     Apr., 1984      Terayama et al.     424/320

4,665,054     May, 1987     Pickart     514/18

Foreign Patent Documents

0078228     Oc.t, 1982     EP

WO86/00222     Jan., 1986     WO

Other References

· Aonuma et al., “Studies on Anti-Ulcerogenic Protein in Inflamed Rabbit Skin Tissues”, Yakugaku Zasshi 104(4):362-73, 1984.

Downey et al., “Acceleration of Wound Healing Using GHL-Cu(II)”, Surgical Forum 36:573-75, 1985.

Pickart et al., “A Human Plasma Growth Factor with Superoxide Dismutase-like and Wound-healing Properities”, Superoxide Dim. Chem. Biol. Med. Proc. Int. Conf. 4th 1985 (Pub. 1986), 555-57 (cited in Chem. Abstracts 106:13579c).

Frater-Schroder et al., “Tumor Necrosis Factor Type a, a Potential Inhibitor of Endothelial Cell Growth in vitro is Angiogenic in vivo”, Proc. Natl. Acad. Sci. U.S.A. 34:5277-81, 1987.

Pickart, “The Use of Glycylhistidyllysine in Culture Systems”, in Vitro 17(6):459-66, 1981.

Pickart et al., “Growth-Modulating Tripeptide (glycylhistidylysine): Association with Copper and Iron in Plasma and Stimulation of Adhesive and Growth of Hepatoma Cells in Culture by Tripeptide-Metal Ion complexes”, J. Cell. Physiol., 102(2), pp. 129-139, 1980, (Cited in Chem. Abstracts, vol. 93: 1155m, 1980).

Williams et al., “Glycly-L-Histidyl-L-Lysine, a Growth Promoting Factor for Human Cells”, Cytobios., 27(105), pp. 19-25, 1980, (Cited in Chem. Abstracts, vol. 94:25451b, 1981).

Mochida Pharmaceutical Co., Ltd., “Antiinflammatory Injections Containing Superoxide Dismutase”, Jpn. Kokai Tokkyo Koho, 81 07,720, 27 Jan. 1981(Cited in Chem. Abstracts, vol. 94:145386f, 1981).

Kwa, “Glycyl-L-Histidyl-L-Lysine Synthesis of Analogs and NMR Studies”, Ph. D. Thesis, University of Washington, 1983.

Loker, “Synthesis of Blood Serum Peptide Cell Growth Factors”, Ph.D. Thesis, University of Washington 1980.

Pickart, “The Biological Effects and Mechanism of Action of the Plasma Tripeptide Glycyl-L-Histidyl-L-Lysine”, Lymphonkines, 8, pp. 425-446, 1983.

Poole et al., “Stimulation of Rat Peritoneal Mast Cell Migration by Tumor-Derived Peptides”, Cancer Research, 43, pp. 5857-5861, 1983.

Raju et al., “Ceruloplasmin, Copper Ions, and Angiogenesis”, JUNCI, 69(5), pp. 1183-1188, 1982.

Freedman et al., “Structure of the Glycyl-L-Histidyl-l-Lysine-Copper (II) Complex in Solution”, Biochemistry, 21, pp. 4540-4544, 1982.

Kwa et al., “PMR Studies of CU(II) and Zn(II) Interaction with Glycyl-L-Histidyl-L-Lysine and Related Peptides”, Peptides: Structure and Function, 8, pp. 805-808, 1983.

Perkins et al., “The Structure of a Copper Complex of the Growth Factor Glycyl-L-Histidyl-L-Lysine at 1.1 A Resolution”, Inorganica Chimica Acta, 82, pp. 93-99, 1984.

Kimoto et al., “Enhancement of Antitumor Activity of Ascorbate Against Ehrlich Ascites Tumor Cells by the Copper: Glycylglycylhistidine Complex”, Cancer Research, 43, pp. 824-828, 1963.

Sorenson, “Copper Complexes: A Physiological Approach to Treatment of Chronic Diseases”, Comprehensive Therapy, 11(4), pp. 49-64, 1985.

Pickart et al., “Inhibition of the Growth of Cultured Cells and an Implanted Fibrosarcoma by Aroylhydrazone Analogs of the Gly-His-Lys-Cu(II) Complex”, Biochem. Pharmacol., 32(24), pp. 3868-3871, 1983.

Pickart et al., “Growth-Modulating Plasma Tripeptide May Function by Facilitating Copper Uptake into Cells”, Nature, 288, pp. 715-717, 1980.

Natural Healing Annual 1986, p. 38 (Edit M. Bricklin, Prevention Magazine, Rodale Press., Emmaus, PA. ).

Pickart et al., “A Synthetic Tripeptide which Increases Survival of Normal Liver Cells, and Stimulates Growth in Hepatoma cells”, Biochem. Biophys. Res. Commun., 54(2), pp. 526-6, 1973.
Primary Examiner: Lee; Lester L.
Attorney, Agent or Firm: Seed & Berry


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