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. 2020 Apr 21;59(30):12470–12476. doi: 10.1002/anie.202000364

Table 1.

Identification of Cinchona‐alkaloid‐inspired inhibitors of starvation and/or rapamycin‐induced autophagy, derived from quinine.

Entry

Compound

R group and position

Starvation‐

Induced

IC50 [μm]

Rapamycin‐

Induced

IC50 [μm]

1

10 h

5‐CF3

7.86±0.8

n/a

2

10 i

5‐NO2

7.33±1.5

n/a

3

10 k

5‐OCF3

4.68±1.4

n/a

4

10 m

5‐Cl

5.54±2.5

n/a

5

10 n

5‐Br

6.78±1.1

n/a

6

10 r

6‐CF3

5.82±3.0

n/a

7

10 s

6‐Cl

8.12±1.5

n/a

8

10 u

7‐OMe

2.46±0.6

2.37±0.7

9

10 w

7‐azaindole

4.33±1.7

4.95±0.7

10

10 w‐a

4‐Cl‐7‐azaindole

0.52±0.20

0.65±0.35

11

10 w‐b

5‐Me‐7‐azaindole

0.31±0.09

0.86±0.26

12

10 w‐c

5‐Ar‐7‐azaindole

9.00±1.1

n/a

13

10 w‐d

5‐CF3‐7‐azaindole

0.12±0.03

0.77±0.29

14

10 w‐e

5‐NO2‐7‐azaindole

0.67±0.13

1.26±0.20

15

10 w‐f

5‐F‐7‐azaindole

n/a

n/a

16

10 w‐g

5‐Cl‐7‐azaindole

0.11±0.04

0.85±0.14

17

10 w‐h

5‐Br‐7‐azaindole

0.08±0.03

0.81±0.35

18

10 w‐i

5‐I‐7‐azaindole

0.08±0.02

1.24±0.20

19

10 w‐j (azaquindole‐1)

5‐Br‐6‐Me‐7‐azaindole

0.04±0.02

0.10±0.02

20

10 w‐k

6‐Me‐7‐azaindole

3.12±0.5

5.11±1.4

21

10 w‐l

6‐Cl‐7‐azaindole

3.06±0.9

6.21±2.2

22

9 w

7‐azaindole

n/a

nd

23

9 w‐b

5‐Me‐7‐azaindole

n/a

nd

All data are shown as mean ± SD of three independent experiments (N=3; n≥3). All compounds were initially assayed at a concentration of 10 μm. For hits reducing the number of LC3 puncta by more than 50 %, IC50 values were determined. n/a=inactive (no reduction of LC3 puncta at 10 μm). Ar=4‐Cl‐C6H4. nd=not determined.