Series of compounds for treatment of skin diseases and other conditions
AssigneeUnigen, Inc.
InventorsSandip K. Nandy, Teresa Horm, Kelly Rose Dawkins
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Abstract
Compounds and methods related to the prevention and treatment of diseases and conditions, some of which are facilitated by melanogenesis are disclosed. Specifically, the present subject matter includes a series of compounds and compositions and their use for anti-melanogenic and antioxidant activity. This subject matter also includes the treatment of skin disorder due to acne vulgaris and related inflammatory and post inflammatory hyperpigmentation. Methods for synthesizing contemplated compounds are also disclosed.
Claims14
A compound of formula I:
- wherein R is selected from the group consisting of 1′-(4′-hydroxy)phenyl;
- 1′-(3′-hydroxy)phenyl;
- 1′-(2′,4′-dihydroxy)phenyl;
- 1′-(3′,5′-dihydroxy)phenyl with E and Z geometry.
A composition comprising (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for inhibiting the production of melanin comprising administering to a subject in need thereof a composition comprising at least one of the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for preventing and treating diseases and conditions related to the overproduction or uneven distribution of melanin comprising administering to a subject in need thereof an effective amount of a composition comprising at least one of the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for whitening or lightening skin comprising administering to a subject in need thereof a composition comprising at least one of the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for preventing melanin synthesis which is a symptom of a condition, disorder, or disease that is associated with tyrosinase inhibition, the method comprising administering to a subject in need thereof an effective amount of a composition comprising at least one of the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for preventing melanin synthesis which is a symptom of a condition, disorder, or disease that is associated with non-tyrosinase inhibition, the method comprising administering to a subject in need thereof an effective amount of a composition comprising at least one of the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for treating diseases and conditions caused by free radicals, oxidative stress, UV rays, or inflammation, the method comprising administering to a subject in need thereof an effective amount of a composition comprising at least one of the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for inhibiting the browning and color changes in fruits, vegetables, juices and other food products comprising administering a composition comprising at least one of the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for suppressing the activity of Propionibacterium (p-acnes) comprising administering to a patient in need thereof a composition comprising at least one the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
A method for deactivating the activity of proinflammatory cytokines, the method comprising administering to a patient in need thereof a composition consisting of at least one of the following compounds:
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)phenol (1);
- (E/Z)-3-(2,6-dimethylhepta-1,5-dienyl)phenol (2);
- (E/Z)-4-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (3);
- (E/Z)-5-(2,6-dimethylhepta-1,5-dienyl)benzene-1,3-diol (4) or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.