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. 2019 Oct 17;24(20):3748. doi: 10.3390/molecules24203748

Table 1.

Structures and Inhibition effect on COL1A1 of target compounds.

graphic file with name molecules-24-03748-i001.jpg

Code X R1 R2 Inhibition Rate a
1 - - - 18.5% ± 1.1%
3a CH2 H COOCH3 24.7% ± 10.0%
3b CO H COOCH3 13.9% ± 8.3%
3c SO2 H COOCH3 30.6% ± 18.1%
4a CH2 H CH2OH 31.5% ± 7.5%
4b CO H CH2OH 21.6% ± 5.2%
4c SO2 H CH2OH 13.9% ± 2.0%
7a NHCOCH2 H COOCH3 39.5% ± 7.1%
7b CH2NHCOCH2 H COOCH3 22.7% ± 8.5%
7c NHCOCH2 p-F COOCH3 45.2% ± 3.6%
7d NHCOCH2 p-Cl COOCH3 45.9% ± 2.2%
7e NHCOCH2 p-Br COOCH3 51.9% ± 3.1%
7f NHCOCH2 p-CH3 COOCH3 47.0% ± 9.8%
7g NHCOCH2 p-CF3 COOCH3 43.4% ± 11.2%
7h NHCOCH2 p-NO2 COOCH3 29.8% ± 9.2%
7i NHCOCH2 2,6-di-CH3 COOCH3 24.0% ± 6.9%
8a NHCOCH2 H CH2OH 51.0% ± 2.8%
8b CH2NHCOCH2 H CH2OH 40.4% ± 5.2%
8c NHCOCH2 p-F CH2OH 43.6% ± 1.8%
8d NHCOCH2 p-Cl CH2OH 42.0% ± 19.2%
8e NHCOCH2 p-Br CH2OH 50.6% ± 17.1%
8f NHCOCH2 p-CH3 CH2OH 25.6% ± 5.6%
8g NHCOCH2 p-CF3 CH2OH 32.3% ± 32.3%
8h NHCOCH2 p-NO2 C H2OH 22.5% ± 13.0%
8i NHCOCH2 2,6-di-CH3 CH2OH 6.0% ± 14.5%
EGCG b - - - 27.5% ± 7.9%
DMSO - - - 2.9% ± 0

a The inhibition rate of COL1A1 promotor’s activity in LX-2 cells at the concentration of 80 μM; b The inhibition rate of COL1A1 promotor’s activity in LX-2 cells at the concentration of 25 μM.