Structure-Activity Relationships of N-Cinnamoyl and Hydroxycinnamoyl Amides on α-Glucosidase Inhibition

Table 1

Glucosidase inhibitory activity of N-hydroxycinnamoyl amides. The given values are the means ± SD of triplicate samples.

Chemical name	R	R′	R′′	R′′′	IC50 [μg/ml]
(1) CafA-Trp-Trp-OMe	-Trp-Trp-OCH3	OH	OH	H	0.76 ± 0.10
(2) SA-Trp-Trp-OMe	-Trp-Trp-OCH3	OCH3	OH	OCH3	0.13 ± 0.02
(3) CafA-Trp-OMe	-Trp-OCH3	OH	OH	H	355.1 ± 0.2
(4) SA-Trp-OMe	-Trp-OCH3	OCH3	OH	OCH3	233.5 ± 0.4
(5) CafA-Phe-	-Phe-OC(CH3)3	OH	OH	H	0.78 ± 0.04
SA-Phe-	-Phe-OC(CH3)3	OCH3	OH	OCH3	1.82 ± 0.17
(7) CA-Phe-	-Phe-OC(CH3)3	H	H	H	3.36 ± 0.03
(8) CA-Phe(3-F)-OMe	-Phe(3-F)-OCH3	H	H	H	>5
(9) CafA-Val-OMe	-Val-OCH3	OCH3	OH	OCH3	2.10 ± 0.03
(10) SA-Val-OMe	-Val-OCH3	OCH3	OH	OCH3	10.10 ± 0.05
FA-Val-OMe	-Val-OCH3	OCH3	OH	H	2.61 ± 0.09
CA-Leu-OMe	-Leu-OCH3	H	H	H	>3
CA-Ala-	-Ala-OC(CH3)3	H	H	H	>8
(14) FA-Pro-OEt	-Pro-OC2H5	OCH3	OH	H	1.42 ± 0.15
(15) SA-Pro-Leu-GlyNH2	-Pro-Leu-GlyNH2	OCH3	OH	OCH3	1.44 ± 0.21
(16) SA-Tyr-Pro-Leu-GlyNH2	-Tyr-Pro-Leu-GlyNH2	OCH3	OH	OCH3	2.45 ± 0.04
Sinapic acid (SA)					1.17 ± 0.1
Caffeic acid (CafA)					4.67 ± 0.04
Ferulic acid (FA)					10.5 ± 0.1
Cinnamic acid (CA)					65.1 ± 0.1
Acarbose					2.50 ± 0.21

results were previously obtained by us [32] and were used for comparison.