Mono- or bicyclic carboxylic acids as off-note blockers

Abstract

Disclosed are compounds that block off-notes in consumables and methods of blocking off-notes in consumables including off-notes provided by sweeteners such as stevioside, swingle extract, glyccerhizin, perillartine, naringin dihydrochalcone, neohesperidine dihydrochalcone, mogroside V, rubusoside, rubus extract, and rebaudioside A, and artificial sweeteners such as aspartame, saccharin, acesulfame K (Acesulfame potassium), sucralose and cyclamate.

1 . An off-note blocking compound of Formula (I): 
       
         
           
           
               
               
           
         
         wherein n is 0 or 1; 
         wherein the ring residue together with the dashed lines comprises a cyclopentane residue (for n=0), a cyclohexane residue (for n=1), or a bicyclo[2.2.2]octane residue (with the dashed lines forming single bonds); 
         wherein for the cyclopentane and cyclohexane ring residues, R1 comprises a C3 to C10 alkane or arylalkane residue: 
         wherein for the bicyclo[2.2.2]octane residue. R1 comprises a C2 to C10 alkane or arylalkane residue; and 
         wherein the number of carbon atoms in the residues of R1 and R2 together maximally is 12. 
       
     
     
         2 . The off-note blocking compound of  claim 1 , wherein said R1 alkane or arylalkane residues is selected from propyl, isopropyl, butyl, isobutyl, tertiary butyl, pentyl, isopentyl, hexyl, isohexyl, 2-methyl-hexyl, heptyl, isoheptyl, 2-methyl-heptyl, octyl, isooctyl, 2-methyl-octyl, nonyl, iononyl, 2-methyl-nonyl, decyl, isodecyl, 2-methyl-decyl, phenyl, tolyl and benzyl; and
 wherein the optional ring substituents R2, R2′, R2″ and R2′″ are each independently selected from H and methyl, or alternatively, instead of two of the methyl substituents, one cyclopropyl residue formed of two of the methyl residues R2-R2′″ and a ring atom is present, or alternatively, instead of one of the methyl residues R2-R2′″, a cyclopropyl residue formed of one of the methyl residues R2-R2′″ and two ring carbon atoms is present.   
     
     
         3 . The off-note blocking compound of  claim 1 , comprising one or more of cis-4-propylcyclohexanecarboxylic acid, cis-4-tert-butylcyclohexanecarboxylic acid, cis-4-propylbicyclo[2.2.2]octane-1-carboxylic acid, cis-4-sec-butylcyclohexanecarboxylic acid, cis-4-(4-methylpentyl)cyclohexanecarboxylic acid, cis-4-benzylcyclohexanecarboxylic acid, or cis-4-phenylcyclohexanecarboxylic acid. 
     
     
         4 . A flavor composition comprising an off-note providing consumable ingredient and one or more off-note blocking compounds as defined in  claim 1 . 
     
     
         5 . A consumable comprising
 a) one or more ingredient in a concentration sufficient to provide an off-note.   b) one or more off-note blocking compound as defined in  claim 1 .   
     
     
         6 . The consumable of  claim 5  wherein the one or more off-note providing ingredient comprises one or more sweetener, artificial sweetener, beverage, chewing gum, nutraceutical, or pharmaceutical. 
     
     
         7 . The consumable of  claim 5  wherein the one or more off-note providing ingredient comprises one or more artificial sweetener selected from aspartame, acesulfame K, saccharin, sucralose, or sodium cyclamate. 
     
     
         8 . The consumable of  claim 5  wherein the one or more off-note providing ingredient comprises one or more sweetener selected from stevioside, swingle extract, glyccerhizin, perillartine, naringin dihydrochalcone, neohesperidine dihydrochalcone, mogroside V, rubusoside, rubus extract, or rebaudioside A. 
     
     
         9 . The consumable of  claim 5  wherein the one or more off-note providing ingredient comprises a consumable selected from the group consisting of cocoa, coffee, caffeine, theobromine, diketopiperazines, vitamins, amino acids, vitamin B, casein, soy protein, ibuprofen, salicylic acid, glucoronolactone, acetaminophen, dextromethorphan, naringin, taurin, macrolide, bioxin, erythromycin, paracetamol, acetylsalicylic acid, cimetidine, ranitidine, amoxicillin, acetominophen, cephalosporines, quassia, propylene glycol, triacetin, salts of potassium, salts of zinc, loperamide, limonin, flavonoides, isoflavones, genistein diadzein, polyphenol, catechin, epicatechin, mint oil, D-menthol, hydrolysed vegetable protein, bitter peptides, preservatives, benzoic acid, potassium sorbate, polysorbate 80, sodium lactate, potassium lactate, sodium benzoate, citric acid, quinine, urea, essential oils, thyme, sage, basil, mint, Maillard reaction products, cyclic amines made from pyrrolidine/glucose, alanine/xylose, proline/sucrose or alanine/xylose, diketopiperazines, beer, hops, humulone, trans-isohumulone, lupulone, and hulupone. 
     
     
         10 . A method of blocking off-notes in a consumable comprising admixing with the consumable
 a) one or more off-note providing ingredient in a concentration sufficient to provide an off-note, and   b) one or more off-note blocking compound as defined in  claim 1 .   
     
     
         11 . The method of  claim 10  wherein the one or more off-note providing ingredient comprises one or more sweetener, artificial sweetener, beverage, chewing gum, nutraceutical, or pharmaceutical. 
     
     
         12 . The method of  claim 10  wherein the one or more off-note providing ingredient comprises one or more artificial sweetener selected from aspartame, acesulfame K, saccharin, sucralose, or sodium cyclamate. 
     
     
         13 . The method of  claim 10  wherein the one or more off-note providing ingredient comprises one or more sweetener selected from stevioside, swingle extract, glyccerhizin, perillartine, naringin dihydrochalcone, neohesperidine dihydrochalcone, mogroside V, rubusoside, rubus extract, or rebaudioside A. 
     
     
         14 . The method of  claim 10  wherein the one or more off-note providing ingredient comprises a consumable selected from the group consisting of cocoa, coffee, caffeine, theobromine, diketopiperazines, vitamins, amino acids, vitamin B, casein, soy protein, ibuprofen, salicylic acid, glucoronolactone, acetaminophen, dextromethorphan, naringin, taurin, macrolide, bioxin, erythromycin, paracetamol, acetolsalicilic acid, cimetidine, ranitidine, amoxicillin, acetominophen, cephalosporines, quassia, propylene glycol, triacetin, salts of potassium, salts of zinc, loperamide, limonin, flavonoides, isoflavones, genistein, diadzein, polyphenol, catechin, epicatechin, mint oil, D-menthol, hydrolysed vegetable protein, bitter peptides, preservatives, benzoic acid, potassium sorbate, polysorbate 80, sodium lactate, and potassium lactate, sodium benzoate, citric acid, quinine, urea, essential oils, thyme, sage, basil, mint, Maillard reaction products, cyclic amines made from pyrrolidine/glucose, alanine/xylose, proline/sucrose or alanine/xylose, diketopiperazines, beer, hops, humulone, trans-isohumulone, lupulone, and hulupone.