Compositions containing silymarin and sulfoalkyl ether cyclodextrin and methods of using the same
Cosmetic and dietary supplement compositions containing silymarin and sulfoalkyl ether cyclodextrin, particularly sulfobutyl ether cyclodextrin, are described. The compositions and methods are useful in reducing appearance of facial redness in rosacea-prone skin, rejuvenating skin, preventing skin aging, inhibiting oxidative stress in epidermal and dermal cells, increasing collagen production, reducing the likelihood of skin cancer, treating or reducing liver damage from a toxin, or treating a liver disease.
1. A composition, comprising:
silybin A;
isosilybin A; and
sulfoalkyl ether cyclodextrin; wherein the molar ratio between silybin A and isosilybin A is (0.4-0.6):(0.5-0.9).
2. The composition of claim 1 , wherein the sulfoalkyl ether cyclodextrin is a compound, or a mixture thereof, of Formula I:
wherein:
n is 4, 5, or 6;
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are each, independently, —O— or a —O—(C 2 -C 6 alkylene)-SO 3 − group, wherein at least one of R 1 to R 9 is independently a —O—(C 2 -C 6 alkylene)-SO 3 − group, a —O—(CH 2 ) m SO 3 − group wherein m is 2 to 6, —OCH 2 CH 2 CH 2 SO 3 − , or —OCH 2 CH 2 CH 2 CH 2 SO 3 − ; and
S 1 , S 2 , S 3 , S 4 , S 5 , S 6 , S 7 , S 8 , and S 9 , are each, independently, a pharmaceutically acceptable cation.
3. The composition of claim 1 , wherein the sulfoalkyl ether cyclodextrin is a compound, or a mixture thereof, of Formula II
or a pharmaceutically acceptable salt thereof, wherein:
p is 4, 5, or 6, and each R 1 is independently —O—(C 1 -C 8 alkylene)-SO 3 T or —OH, and;
each T is independently hydrogen or pharmaceutically acceptable cation,
provided that at least one R 1 is —OH.
4. The composition of claim 1 , wherein the molar percentage of silybin A is in the range of about 3% to about 12% based on the total moles of all flavonolignan components.
5. The composition of claim 1 , comprising silybin B, and wherein the molar percentage of silybin B is in the range of about 5% to about 25% based on the total mole of all flavonolignan components.
6. The composition of claim 1 , wherein the molar percentage of isosilybin A is in the range of about 5% to about 16% based on the total moles of all flavonolignan components.
7. The composition of claim 1 , comprising isosilybin B, and wherein the molar percentage of isosilybin B is in the range of about 1% to about 5% based on the total moles of all flavonolignan components.
8. The composition of claim 1 , wherein the molar ratio of silybin A to silybin B to isosilybin A to isosilybin B is about 10:22:14:4.
9. The composition of claim 1 , further comprising one or more anti-oxidants.
10. A composition for topical application, comprising the composition of claim 1 in the form of a gel.
11. The composition of claim 10 , further comprising phenoxyethanol, ethanol, PEG 400, and hydroxypropyl cellulose.
12. The composition of claim 11 , wherein the amount of the phenoxyethanol is in the range of about 0.1% to 10% by weight, based on the total weight of the composition; wherein the amount of ethanol is in the range of about 1% to 30% by weight, based on the total weight of the composition; wherein the amount of PEG 400 is in the range of about 1% to 50% by weight, based on the total weight of the composition; wherein the amount of sulfoalkyl ether cyclodextrin is in the range of about 1% to 90% by weight, based on the total weight of the composition; and wherein the amount of hydroxypropyl cellulose is in the range of about 0.1% to 10% by weight, based on the total weight of the composition.
13. The composition of claim 1 , comprising silybin A, silybin B, isosilybin B, wherein the molar ratio of silybin A to silybin B to isosilybin A to isosilybin B is in the range of (0.4-0.6):(0.9-1.5):(0.5-0.9):(0.1-0.3).