Compositions and methods for treating the eye

Patent metadata

Field	Value
Publication number	US-11197841-B2
Application number	US-201916519145-A
Country	US
Kind code	B2
Filing date	Jul 23, 2019
Priority date	Jul 23, 2019
Publication date	Dec 14, 2021
Grant date	Dec 14, 2021

Abstract

The present invention relates to compositions comprising one or more extracts and/or compounds having retinol-like activity and properties and methods of using the compositions to treat the eye.

First claim

What is claimed is:

1. A composition for treating the eye comprising:
i) a safe and effective amount of a compound and/or extract having retinol-like properties and/or benefits for use in treating the eye selected from one or more of: botanical extracts, or sources of extracts, from plants of the genus Acronychia, Licaria, Calendula and/or Trigonella ; bacterial extracts, or sources of extracts, of the genus Actinomyces ; and compounds of Formula (I):

wherein the dotted lines represent simple or double bound;
R 1 represent an H, a carbonated chain, linear, cyclic, or branched, saturated or unsaturated, comprising from 1 to 20 carbon atoms;
R 2 represent a carbonated chain, linear, cyclic ringed, or branched, saturated or unsaturated, comprising from 1 to 20 carbon atoms;
A represents a carbonated chain, linear, ringed, or branched, saturated or unsaturated, comprising from 1 to 20 carbon atoms; and

ii) an ophthalmologically acceptable carrier comprising one or more excipients selected from demulcents, tonicity agents, preservatives, chelating agents and buffering agents
wherein the composition is a sterile composition having a pH between about 6.5 to about 7.5.

2. The composition according to claim 1 , wherein the compound and/or extract having retinol-like properties and/or benefits is a botanical extract, or source of extracts, from plants of the genus Acronychia and/or Licaria.

3. The composition according to claim 2 , wherein the compound and/or extract having retinol-like properties and/or benefits is a botanical extract, or source of extracts, from plants of the genus Acronychia.

4. The composition according to claim 3 , wherein the botanical extract, or source of extracts, from plants of the genus Acronychia is selected from the group consisting of Acronychia aberrans, Acronychia acidula, Acronychia acronychioides, Acronychia acuminate, Acronychia baeuerlenii, Acronychia chooreechillum, Acronychia crassipetala, Acronychia eungellensis, Acronychia imperforate, Acronychia laevis, Acronychia laurifolia, Acronychia littoralis, Acronychia oblongifolia, Acronychia octandra, Acronychia parviflora, Acronychia pauciflora, Acronychia pedunculata, Acronychia pubescens, Acronychia species (Batavia Downs), Acronychia suberosa, Acronychia vestita, Acronychia wilcoxiana , and combinations of two or more thereof.

5. The composition according to claim 4 , wherein the botanical extract, or source of extracts, from plants of the genus Acronychia is Acronychia acidula.

6. The composition according to claim 2 , wherein the botanical extract of Acronychia and/or Licaria comprises from about 1% to about 20%, by weight of the extract, of the compound of formula II

wherein:
R 1 is selected from the group consisting of C 1 -C 20 alkyl, C 2 -C 20 alkenyl, C 2 -C 20 alkynyl, and C 3 -C 8 cycloalkyl or aryl;
R 2 is selected from the group consisting of hydrogen, hydroxyl, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 8 cycloalkyl or aryl, —OC 1 -C 6 alkyl, —OC 2 -C 6 alkenyl, —OC 2 -C 6 alkynyl, —OC 3 -C 8 cycloalkyl or aryl, thiol, —SC 1 -C 6 alkyl, —SC 2 -C 6 alkenyl, —SC 2 -C 6 alkynyl, —SC 3 -C 8 cycloalkyl or aryl, —NR 4 C 1 -C 6 alkyl, —NR 4 C 2 -C 6 alkenyl, —NR 4 C 2 -C 6 alkynyl, and —NR 4 C 3 -C 8 cycloalkyl or aryl;
R 3 is selected from —CO 2 H, —CO 2 R 4 or an isosteric equivalent of a carboxy group, wherein R 4 is C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 3 -C 8 cycloalkyl or aryl; and
Y is —(CH 2 —CH 2 )—, —(CH═CH)—, or —(C≡C)—.

7. The composition according to claim 2 , wherein the compound and/or extract having retinol-like properties and/or benefits is a botanical extract, or source of extracts, from plants of the genus Licaria.

8. The composition according to claim 7 , wherein the botanical extract, or source of extracts, from plants of the genus Licaria is selected from the group consisting of, Licaria vernicosa, Licaria brittoniana, Licaria canella, Licaria cubensis, Licaria velutina and Licaria triandra , and combinations of two or more thereof.

9. The composition according to claim 8 , wherein the botanical extract, or source of extracts, from plants of the genus Licaria is Licaria vernicosa.

10. The composition according to claim 1 , wherein the compound and/or extract having retinol-like properties and/or benefits is a bacterial extract, or source of extracts, of the genus Actinomyces.

11. The composition according to claim 10 , wherein the compound and/or extract having retinol-like properties and/or benefits is a bacterial extract, or source of extracts, of the Actinomyces species A5640.

12. The composition according to claim 1 , wherein the compound and/or extract having retinol-like properties and/or benefits comprises the compound of Formula (I):

wherein the dotted lines represent simple or double bound;
R 1 represent an H, a carbonated chain, linear, cyclic, or branched, saturated or unsaturated, comprising from 1 to 20 carbon atoms;
R 2 represent a carbonated chain, linear, cyclic ringed, or branched, saturated or unsaturated, comprising from 1 to 20 carbon atoms;
A represents a carbonated chain, linear, ringed, or branched, saturated or unsaturated, comprising from 1 to 20 carbon atoms.

13. The composition according to claim 12 , wherein the compound of Formula I is selected from (2E,4E,6E)-7-(1,1,2,2,3,3-hexamethyl-2,3-dihydro-1H-inden-5-yl)-3-methylocta-2,4,6-trienoic acid and 4-(1-(1,1,2,2,3,3-hexamethyl-2,3-dihydro-1H-inden-5-yl)vinyl)benzoic acid and their derivatives that display retinoid-like activity and mixtures thereof.

14. The composition according to claim 6 , the botanical extract of Acronychia and/or Licaria comprises from about 1% to about 20%, by weight of the extract, of the compound of formula II

wherein:
R 1 is selected from the group consisting of C 5 -C 16 alkyl, C 5 -C 16 alkenyl, and C 5 -C 16 alkynyl;
R 2 is selected from the group consisting of hydrogen, hydroxyl, —OC 1 -C 6 alkyl, —OC 2 -C 6 alkenyl, —OC 2 -C 6 alkynyl, —OC 3 -C 8 cycloalkyl;
R 3 is selected from —CO 2 H, —CO 2 R 4 wherein R 4 is C 1 -C 6 alkyl, or an isosteric equivalent of a carboxy group; and Y is —(CH 2 —CH 2 )— or —(CH═CH)—.

15. The composition according to claim 14 , wherein the compound of formula (II) are in the form of an acid or alkylester selected from 3-(4-farnesyloxyphenyl)-propionic acid, 3-(4-farnesyloxy-3-hydroxyphenyl)-propionic acid, 3-(4-farnesyloxy-3-methoxyphenyl)-propionic acid, alkylesters thereof and combinations of two or more thereof.

16. The composition according to claim 15 , wherein the compound of Formula II useful in the present invention is 3-(4-farnesyloxyphenyl)-propionic acid and/or its ethyl ester.

Assignees

• Johnson & Johnson Vision Care
• Johnson & Johnson Surgical Vision Inc

Inventors

• Li Wen-Hwa Ting
• Mahmood Khalid
• Parsa Ramine
• Bai Mingqi
• Holeva Kenneth T

Classifications

• A61K31/192

  having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid  {(cannabinoids A61K31/658)} · CPC title

• A61K47/38

  Cellulose; Derivatives thereof · CPC title

• A61K36/75

  Rutaceae (Rue family) · CPC title

• A61K36/54

  Lauraceae (Laurel family), e.g. cinnamon or sassafras · CPC title

• A61P27/04 Primary

  Artificial tears; Irrigation solutions · CPC title