Compositions and methods for treating the eye

Patent metadata

Field	Value
Publication number	US-2021186913-A1
Application number	US-202117189009-A
Country	US
Kind code	A1
Filing date	Mar 1, 2021
Priority date	Jul 27, 2018
Publication date	Jun 24, 2021
Grant date	—

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 method for producing/releasing/delivering/excreting mucin from and/or in the cornea comprising the step of administering a composition comprising:
i) a safe and effective amount of a compound and/or extract having retinol-like properties and/or benefits for use in treating dry 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; optionally one of the dotted line is a 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; optionally a methyl (—CH 3 ) or methylene (═CH 2 ) moiety; a carbonated chain, linear, ringed, or branched, saturated or unsaturated, comprising from 1 to 20 carbon atoms;
optionally from 1 to 10 carbon atoms; optionally 6 carbon atoms; optionally an aromatic moiety, optionally a phenyl moiety; optionally 2-methyl-prop-1,3-diene; and

ii) optionally, an ophthalmologically acceptable carrier.

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

6 . The method 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 method according to claim 6 , 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 5 -C 16 alkyl, C 5 -C 16 alkenyl, and C 5 -C 16 alkynyl, more preferably C 5 -C 16 alkenyl, including, for example, farnesyl;
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, more preferably hydrogen, hydroxyl, —OC 1 -C 6 alkyl, even more preferably hydrogen or —OC 1 -C 3 alkyl;
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)—.

8 . The method according to claim 7 , 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.

9 . The method according to claim 8 , wherein the compound of Formula II useful in the present invention is 3-(4-farnesyloxyphenyl)-propionic acid and/or its ethyl ester.

10 . The method 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.

11 . The method according to claim 10 , 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.

12 . The method according to claim 11 , wherein the botanical extract, or source of extracts, from plants of the genus Licaria is Licaria vernicosa.

13 . The method 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.

14 . The method according to claim 13 , 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.

15 . The method 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; optionally, one of the dotted line is a 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 carbonated chain, linear, ringed, or branched, saturated or unsaturated, comprising from 1 to 20 carbon atoms.

16 . The method according to claim 15 , 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 thei

Assignees

• Johnson & Johnson Surgical Vision Inc

Inventors

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

Classifications

• A61K36/28

  Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea · CPC title

• A61K36/54

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

• A61K47/10

  Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers · CPC title

• A61K36/48

  Fabaceae or Leguminosae (Pea or Legume family); Caesalpiniaceae; Mimosaceae; Papilionaceae · CPC title

• A61K47/186

  Quaternary ammonium compounds, e.g. benzalkonium chloride or cetrimide · CPC title