GLP-1 potentiators from hedychium coronarium and their applications
AssigneeDevelopment Center for Biotechnology
InventorsRey-Yuh Wu, Hui-Ling Chen, Yu-Yuan Wu, Jiann-Jyh Huang, Shoei-Sheng Lee, K-Lim King
Life of this patent
Estimating the term…
Abstract
A compound for controlling blood glucose level has a structure shown in Formula I: wherein R5-R8 are as defined herein. A method for controlling blood glucose level includes administering to a subject in need thereof a compound of Formula I. The method further includes administering to the subject a GLP-1 receptor ligand. The compound and the GLP-1 receptor ligand may be administered together. The compound may be Galanal A or Galanal B. The GLP-1 receptor ligand may be GLP-1 or exendin-4.
Claims8
A compound for controlling blood glucose level, wherein the compound has a structure shown in Formula I:
- wherein
- R8 is H, —OH, or —O—R′;
- R5 is C2-C4 alkenyl or C7-C10 alkenyl, which is straight-chained or branched and is optionally substituted with one or more substituents selected from —OR′, —NR′R″, —SR′, oxo (═O), thioxo (═S), —CONR′R″, —CO2R′, or —CR′R″OH, wherein R′ and R″ are independently H, C1-C10 alkyl or C2-C10 alkenyl;
- or R5 is a 5- or 6-membered ring that is a cycloalkyl or cycloalkenyl ring or a heterocyclic ring with one or more hetero atoms selected from N, O, or S, wherein the 5- or 6-membered ring is optionally substituted with one or more substituent selected from —OR′, —NR′R″, —SR′, oxo (═O), thioxo (═S), —CONR′R″, —CN, —CO2R′, or —CR′R″OH;
- and
- R6 and R7 are independently selected from H (provided that R6 and R7 are not both H), C1-C10 alkyl or C2-C10 alkenyl, which is straight-chained or branched and is optionally substituted with one or more substituents selected from —OR′, —NR′R″, —SR′, oxo (═O), thioxo (═S), —CONR′R″, —CN, —CO2R′, or —CR′R″OH, or R6 and R7 jointly form ═CH2;
- wherein R′ and R″ are independently H, C1-C6 alkyl, C2-C6 alkenyl, cycloalkyl or C6-C10 aryl;
- or wherein
- R7 is —CHO, and R5 and R6 jointly form a ring, which is a 5 or 6-membered ring made of C, O, N, or S atoms or a combination thereof, wherein the ring has 0 or 1 double bond, and wherein the ring is optionally substituted with one or more alkyl side chains of 1-10 carbons (C1-C10), and wherein the ring and/or the one or more alkyl side chains independently are optionally substituted with one or more substituents selected from —OR′, —NR′R″, —SR′, oxo (═O), thioxo (═S), —CONR′R″, —CN, —CO2R′, or —CR′R″OH.
A method for controlling blood glucose level, comprising administering to a subject in need thereof a compound of formula I shown below and a glucagon-like peptide-1 (GLP-1) receptor ligand,
- wherein
- R8 is H, —OH, or —O—R′;
- R5 is C1-C10 alkyl or C2-C10 alkenyl, which is straight-chained or branched and is optionally substituted with one or more substituents selected from —OR′, —NR′R″, —SR′, oxo (═O), thioxo (═S), —CONR′R″, —CN, —CO2R′, or —CR′R″OH, wherein R′ and R″ are independently H, C1-C10 alkyl or C2-C10 alkenyl;
- or R5 is a 5-, 6- or 7-membered ring that is a cycloalkyl or cycloalkenyl ring or a heterocyclic ring with one or more hetero atoms selected from N, O, or S, wherein the 5-, 6-, or 7-membered ring is optionally substituted with one or more substituent selected from —OR′, —NR′R″, —SR′, oxo (═O), thioxo (═S), —CONR′R″, —CN, —CHO, —CO2R′, or —CR′R″OH;
- and
- R6 and R7 are independently selected from H (provided that R6 and R7 are not both H), C1-C10 alkyl or C2-C10 alkenyl, which is straight-chained or branched and is optionally substituted with one or more substituents selected from —OR′, —NR′R″, —SR′, oxo (═O), thioxo (═S), —CONR′R″, —CN, —CHO, —CO2R′, or —CR′R″OH, or R6 and R7 jointly form ═CH2;
- wherein R′ and R″ are independently H, C1-C6 alkyl, C2-C6 alkenyl, C3-C10 cycloalkyl or C6-C10 aryl;
- or wherein
- R7 is —CHO, and R5 and R6 jointly form a ring, which is a 5, 6 or 7-membered ring made of C, O, N, or S atoms or a combination thereof, wherein the ring has 0 or 1 double bond, and wherein the ring is optionally substituted with one or more alkyl side chains of 1-10 carbons (C1-C10), and wherein the ring and/or the one or more alkyl side chains independently are optionally substituted with one or more substituents selected from —OR′, —NR′R″, —SR′, oxo (═O), thioxo (═S), —CONR′R″, —CN, —CHO, —CO2R′, or —CR′R″OH.
Dependencies are inferred from the claim text.