USING FULLERENES TO ENHANCE AND STIMULATE HAIR GROWTH

• US 20110003773A1
• Filed: 03/03/2009
• Published: 01/06/2011
• Est. Priority Date: 03/03/2008
• Status: Abandoned Application

• Current Assignee: Luna Innovations, Inc.
• Original Assignee: Luna Innovations, Inc.
• Inventors: Zhou, Zhiguo, Kepley, Christopher L., Wilson, Stephen R., Lenk, Robert P.
• Application Number:
  US12/921,106
• Publication Number:
  US 20110003773A1
• Time in Patent Office: Days
• US Class Current: 514/77
• CPC Class Codes: A61K 8/19 containing inorganic ingredients
• CPC Class Codes: A61P 17/14 for baldness or alopecia
• CPC Class Codes: A61Q 7/00 Preparations for affecting hair growth
• CPC Class Codes: C07D 519/00 Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
• CPC Class Codes: C07F 9/091 with hydroxyalkyl compounds with further substituents on alkyl

Abstract

Described herein are methods for treating lack of hair growth or a reduction or loss of existing hair by stimulating and/or restoring hair growth, or preventing hair loss. The methods comprise administering to a subject in need thereof a therapeutically effective amount of a fullerene.

Claims

1. A method for preventing hair loss and/or promoting hair growth, comprising administering to a subject in need thereof a therapeutically effective amount of a synthetically modified fullerene of the formula

Z_m—

F—

Y_n

wherein F is a fullerene of formula Cp or X@Cp, the fullerene having two opposing poles and an equatorial region;

Cp represents a fullerene cage having p carbon atoms, and X@Cp represents such a fullerene cage having a chemical group X within the cage.

Z and Y are positioned near respective opposite poles of Cp;

m=1-5 and Z is a hydrophilic, lipophilic, or amphiphilic chemical moiety;

n=1-5 and Y is a lipophilic chemical moiety;

p=60-200 and p is an even number; and

X, if present, represents one or more metal atoms within the fullerene (F), optionally in the form of a trinitride of formula Gi=1-3Hk=3-iN in which G and H are metal atoms.

2. The method of claim 1, wherein p is an even number between 60 and 120.

3. The method of claim 2, wherein p is an even number between 60 and 96.

4. The method of claim 3, wherein p is 60 or 70.

5. The method of claim 4, wherein p is 70.

6. The method of claim 1, wherein said synthetically modified fullerene is a prolate ellipsoid shaped fullerene having a major axis such that said poles are located at opposing ends of the major axis of the prolate ellipsoid fullerene.

7. The method of claim 1, wherein said synthetically modified fullerene is spheroid with opposing poles defined by an axis through opposing carbon rings.

34. The method of claim 1, wherein said fullerene is administered to an area of skin exhibiting or suspected of hair growth reduction or hair loss.

35. The method of claim 34, wherein said fullerene is injected at said area.

36. The method of claim 34, wherein said fullerene is administered topically.

37. The method of claim 1, wherein said subject is a human.

38. The method of claim 1, wherein said hair loss is related to androgenetic alopecia (AGA), alopecia areata, and/or chemotherapy or radiation therapy.

8. A method for preventing hair loss and/or promoting hair growth, comprising administering to a subject in need thereof a therapeutically effective amount of a synthetically modified fullerene of the formula

Z(C_p)Y

wherein p=60-200 carbons, preferably p=60 or 70;

Y is a lipophilic moiety covalently connected to C_p, optionally through a linking group, at or near a pole thereof, and wherein Z is a lipophilic moiety, amphiphilic moiety, or a hydrophilic moiety covalently connected to C_p, optionally through a linking group, at or near a pole opposite to said Y.

9. The method of claim 8, wherein C_p is C₇₀.

10. The method of claim 8, wherein Z is a hydrophilic moiety.

11. The method of claim 10, wherein the synthetically modified fullerene is compound 5.

12. A method for preventing hair loss and/or promoting hair growth, comprising administering to a subject in need thereof a therapeutically effective amount of a synthetically modified fullerene of the formula

Z′

_m—

F—

Y′

_n;

wherein F is a fullerene of formula C_p or X@C_p, the fullerene having two opposing poles and an equatorial region;

C_p represents a fullerene cage having p carbon atoms, and X@C_p represents such a fullerene cage having a chemical group X within the cage;

Z′ and

Y′

are positioned near respective opposite poles of C_p;

m=1-5 and Z′

is a hydrophilic, lipophilic, or amphiphilic chemical moiety;

n=1-5 and Y′

is a hydrophilic or amphiphilic chemical moiety;

p=60-200 and p is an even number; and

X, if present, represents one or more metal atoms within the fullerene (F), optionally in the form of a trinitride of formula G_i=1-3H_3-iN in which G and H are metal atoms.

13. The method of claim 12, wherein p is an even number between 60 and 120.

14. The method of claim 13, wherein p is an even number between 60 and 96.

15. The method of claim 14, wherein p is 60 or 70.

16. The method of claim 15, wherein p is 70.

17. The method of claim 12, wherein said synthetically modified fullerene is a prolate ellipsoid shaped fullerene having a major axis such that said poles are located at opposing ends of the major axis of the prolate ellipsoid fullerene.

18. The method of claim 12, wherein said synthetically modified fullerene is spheroid with opposing poles defined by an axis through opposing carbon rings.

19. The method of claim 12, wherein

Z′

comprises the formula A′

_rB wherein A′

is a hydrophilic, lipophilic or amphiphilic chemical moiety, r=1-4, and B is a chemical linker connecting said A′

to the fullerene;

Y′

comprises the formula DE′

_v wherein E′

is a hydrophilic or amphiphilic chemical moiety and, v=1-4, and D is a chemical linker connecting the chemical moiety Y′

to the fullerene.

20. A method for preventing hair loss and/or promoting hair growth, comprising administering to a subject in need thereof a therapeutically effective amount of a synthetically modified fullerene of the formula

Z′

(C_p)Y′

wherein;

p=60-200 carbons, preferably p=60 or 70;

Y′

is a hydrophilic or amphiphilic moiety covalently connected to C_p, optionally through a linking group, at or near a pole thereof, and wherein Z′

is a hydrophilic or amphiphilic moiety covalently connected to C_p, optionally through a linking group, at or near a pole opposite to said Y′

.

21. The method of claim 20, wherein

(a) Z′

and Y′

are both amphiphilic;

(b) Z′ and

Y′

are both hydrophilic;

(c) one of Z′ and

Y′

is amphiphilic while the other is hydrophilic;

(d) Z′

is lipophilic and Y′

is hydrophilic;

or

(e) Z′

is lipophilic and Y′

is amphiphilic.

22. The method of claim 21, wherein Z′

and Y′

are both hydrophilic.

23. The method of claim 22, wherein C_p=C₇₀.

24. A synthetically modified fullerene of the formula

Z_m—

F—

Y_n

wherein F is a fullerene of formula C_p or X@C_p, the fullerene having two opposing poles and an equatorial region;

C_p represents a fullerene cage having p carbon atoms, and X@C_p represents such a fullerene cage having a chemical group X within the cage.

Z and Y are positioned near respective opposite poles of C_p;

m=1-5 and Z is a hydrophilic, lipophilic, or amphiphilic chemical moiety;

n=1-5 and Y is a lipophilic chemical moiety;

p=60-200 and p is an even number; and

X, if present, represents one or more metal atoms within the fullerene (F), optionally in the form of a trinitride of formula G_i=1-3H_k=3-iN in which G and H are metal atoms,

for use in preventing hair loss and/or promoting hair growth.

25. A synthetically modified fullerene of the formula

Z_m—

F—

Y_n

wherein F is a fullerene of formula C_p or X@C_p, the fullerene having two opposing poles and an equatorial region;

C_p represents a fullerene cage having p carbon atoms, and X@C_p represents such a fullerene cage having a chemical group X within the cage.

Z and Y are positioned near respective opposite poles of C_p;

m=1-5 and Z is a hydrophilic, lipophilic, or amphiphilic chemical moiety;

n=1-5 and Y is a lipophilic chemical moiety;

p=60-200 and p is an even number; and

X, if present, represents one or more metal atoms within the fullerene (F), optionally in the form of a trinitride of formula G<sub>i−

1-3</sub>H_k=3-iN in which G and H are metal atoms,

for preparation of a medicament for preventing hair loss and/or promoting hair growth.

26. A synthetically modified fullerene of the formula

Z′

_m—

F—

Y′

_n;

wherein F is a fullerene of formula C_p or X@C_p, the fullerene having two opposing poles and an equatorial region;

C_p represents a fullerene cage having p carbon atoms, and X@C_p represents such a fullerene cage having a chemical group X within the cage;

Z′ and

Y′

are positioned near respective opposite poles of C_p;

m=1-5 and Z′

is a hydrophilic, lipophilic, or amphiphilic chemical moiety;

n=1-5 and Y′

is a hydrophilic or amphiphilic chemical moiety;

p=60-200 and p is an even number; and

X, if present, represents one or more metal atoms within the fullerene (F), optionally in the form of a trinitride of formula G_i=1-3H_k=3-iN in which G and H are metal atoms, for use in preventing hair loss and/or promoting hair growth.

27. A synthetically modified fullerene of the formula

Z′

_m—

F—

Y′

_n;

wherein F is a fullerene of formula C_p or X@C_p, the fullerene having two opposing poles and an equatorial region;

C_p represents a fullerene cage having p carbon atoms, and X@C_p represents such a fullerene cage having a chemical group X within the cage;

Z′ and

Y′

are positioned near respective opposite poles of C_p;

m=1-5 and Z′

is a hydrophilic, lipophilic, or amphiphilic chemical moiety;

n=1-5 and Y′

is a hydrophilic or amphiphilic chemical moiety;

p=60-200 and p is an even number; and

X, if present, represents one or more metal atoms within the fullerene (F), optionally in the form of a trinitride of formula G_i=1-3H_k=3-iN in which G and H are metal atoms,

for preparation of a medicament for preventing hair loss and/or promoting hair growth.

28. A method of preventing hair loss and/or promoting hair growth, comprising administering a therapeutically effective amount of a fullerene to a subject in need thereof.

29. The method of claim 28 wherein said fullerene is derivatized.

30. The method of claim 29, wherein said fullerene is water soluble.

31. The method of claim 30, wherein said fullerene is Polyhydroxy-C60.

32. A method for preventing hair loss and/or promoting hair growth, comprising administering to a subject in need thereof a therapeutically effective amount of a synthetically modified fullerene, wherein the synthetically modified fullerene is any one or more of the compounds shown in the present figures.

33. The method of claim 32, wherein the synthetically modified fullerene is selected from the group consisting of compound 5, compound 7, compound 10, compound 12, compound 13, compound 21, and compound 23.

39. A compound selected from the group consisting of C₇₀-ALM-PC (compound 21) and compound C₇₀-ALM-inositol (compound 23).