Precursor compound of hexahydro-beta-acid component compound, feed composition and use thereof
The present invention discloses the prodrugs of hexahydro-β-acid compounds, feed composition and use thereof, and a prodrug of hexahydro-β-acid compound of formula (I), or solvates thereof, or feed-acceptable salts thereof, wherein R 1 is selected from a substituted or unsubstituted C 1 -C 2 alkyl, and each of R 2 and R 3 is independently selected from H and a linear or branched C 2 -C 4 carbonyl, wherein the C 2 -C 4 carbonyl is substituted or unsubstituted. Disclosed herein is that the prodrug of a hexahydro-β-acid compound from esterification by aliphatic acid exhibits excellent stability at high temperature to overcome the problem resulting from the degradation of hexahydro-β-acid compound in a high-temperature pelleting process. Furthermore, disclosed herein is that, both propionate and butyrate, the prodrugs of a hexahydro-β-acid compound from esterification by aliphatic acid, and feed-acceptable salt thereof and solvate thereof, are stable in high-temperature feed processing and achieve effects substantially equal to the hexahydro-β-acid compound in farm breeding.
1 . A prodrug of a hexahydro-β-acid compound of formula (I), or a solvate thereof, or a feed-acceptable salt thereof;
wherein R 1 is selected from a substituted or unsubstituted C 1 -C 2 alkyl; and each of R 2 and R 3 is independently selected from H and a linear or branched C 2 -C 4 carbonyl, wherein the C 2 -C 4 carbonyl is substituted or unsubstituted, with the proviso that R 2 and R 3 are not both H.
2 . The prodrug according to claim 1 , wherein each of the R 2 and R 3 is independently selected from H and C(═O)CH 2 CH 3 .
3 . The prodrug according to claim 1 , wherein each of the R 2 and R 3 is independently selected from H and C(═O)(CH 2 ) 2 CH 3 .
4 . The prodrug according to claim 1 , wherein the prodrug has one of the formulas below:
5 . A feed composition comprising an optional feed-acceptable adjuvant, and the prodrug of claim 1 or a solvate thereof or a feed-acceptable salt thereof.
6 . The feed composition according to claim 5 , wherein the prodrug has one of formula (I2-1) or formula (I2-2):
7 . The feed composition according to claim 5 , wherein the prodrug has one of formula (I2-3) or formula (I2-4):
8 . The feed composition according to claim 5 , wherein the prodrug has one of formula (I2-1) or formula (I2-3):
9 . The feed composition according to claim 5 , wherein the prodrug has one of formula (I2-2) or formula (I2-4):
10 . The feed composition according to claim 5 , wherein the feed composition further comprises an additional additive and/or an animal feed ingredient.
11 . The feed composition according to claim 10 , wherein the additional additive is a nutritional additive, a non-nutritional additive, a medicinal feed additive, or a combination thereof.
12 . A method of preparing an additive for an animal feed comprising mixing the prodrug of claim 1 with a carrier, a diluent, an additive for feed, or a combination thereof, wherein the additive for feed comprises a nutritional additive, a non-nutritional additive, a medicinal feed additive, or a combination thereof.
13 . A method of preparing an animal feed comprising mixing the prodrug of claim 1 with an additive for feed, wherein the additive for feed comprises a nutritional additive, a non-nutritional additive, a medicinal feed additive, or a combination thereof.
14 . A method for increasing the production performance of an animal, wherein the method comprises: feeding the animal with the feed composition of claim 5 , or feeding the animal with a feed comprising the feed composition of claim 5 .
15 . A method of preparing an additive for an animal feed comprising mixing the feed composition of claim 5 with an additive for feed, wherein the additive for feed comprises a nutritional additive, a non-nutritional additive, a medicinal feed additive, or a combination thereof.
16 . A method of preparing an animal feed comprising mixing of the feed composition claim 5 with an additive for feed, wherein the additive for feed comprises a nutritional additive, a non-nutritional additive, a medicinal feed additive, or a combination thereof.
17 . A method for increasing the production performance of an animal, wherein the method comprises: feeding the animal with a hexahydro-β-acid compound having formula (I), or a solvate thereof, or a feed-acceptable salt thereof; or feeding the animal with a feed composition comprising a hexahydro-β-acid compound having formula (I), or a solvate thereof, or a feed-acceptable salt thereof:
wherein R 1 is selected from a substituted or unsubstituted C 1 -C 2 alkyl; and each of R 2 and R 3 is independently selected from H and a linear or branched C 2 -C 4 carbonyl, wherein the C 2 -C 4 carbonyl is substituted or unsubstituted, with the proviso that R 2 and R 3 are not both H.
18 . The method according to claim 17 , wherein each of the R 2 and R 3 is independently selected from H and C(═O)CH 2 CH 3 .
19 . The method according to claim 17 , wherein each of the R 2 and R 3 is independently selected from H and C(═O)(CH 2 ) 2 CH 3 .
20 . The method according to claim 17 , wherein the prodrug has one of the formulas below: