| abstract |
Disclosed is a phenyl boronic acid compound represented by Structural Formula (I): n n Ar is a substituted or unsubstituted aryl group. Z and Z′ are independently —O—. —NH— or —S—. X is an electron withdrawing group. R is a substituted or unsubstituted straight chained hydrocarbyl group optionally comprising one or more amine, ammonium, ether, thioether or phenylene linking groups and Y is —H, an amine, —[NH—(CH 2 ) q ] r —NH 2 , halogen, —CF 3 , thiol ammonium, alcohol, —COOH, —SO 3 H, —OSO 3 H or phosphonium group covalently bonded to the terminal position of R. Each —NH— in —[NH—(CH 2 ) q ] r —NH 2 is optionally N-alkylated or N,N-dialkylated and —NH 2 in —[NH—(CH 2 ) q ] r —NH 2 is optionally N-alkylated, N,N-dialkylated or N,N,N-trialkylated. q is an integer from 2 to about 10 and r is an integer from 1 to about 5. R 1 and R 1′ are independently —H, an aliphatic group, a substituted aliphatic group, an aryl group or a substituted aryl group, or, taken together, are a C2-C5 substituted or unsubstituted alkylene group optionally comprising an amine linking group [—N + (R 1a )—]. Each R 1 is Structural Formula (I) is preferably —H. R 1a is —H, alkyl, substituted alkyl, phenyl or substituted phenyl. nn Also disclosed is a method of treating obesity in a subject by administering an effective amount of a compound represented by Structural Formula (I) and a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier or diluent. |