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Table 1 1H-NMR data of compounds 117

From: Design, synthesis, and biological evaluation of chalcones for anticancer properties targeting glycogen synthase kinase 3 beta

 

1

2

3

4

5

6

H2

8.17(ddd, 8.8, 2.8, 1.9)

8.16(ddd, 8.8, 2.9, 1.9)

8.17(ddd, 8.8, 2.9, 1.9)

8.21(ddd, 8.9, 2.8, 1.9)

8.21(ddd, 8.9, 2.8, 1.9)

7.61(d, 2.0)

H3

7.08(ddd, 8.8, 2.8, 1.9)

7.08(ddd, 8.8, 2.9, 1.9)

7.09(ddd, 8.8, 2.9, 1.9)

7.11(ddd, 8.9, 2.8, 1.9)

7.11(ddd, 8.9, 2.8, 1.9)

H4

H5

7.08(ddd, 8.8, 2.8, 1.9)

7.08(ddd, 8.8, 2.9, 1.9)

7.09(ddd, 8.8, 2.9, 1.9)

7.11(ddd, 8.9, 2.8, 1.9)

7.11(ddd, 8.9, 2.8, 1.9)

7.10(d, 8.5)

H6

8.17(ddd, 8.8, 2.8, 1.9)

8.16(ddd, 8.8, 2.9, 1.9)

8.17(ddd, 8.8, 2.9, 1.9)

8.21(ddd, 8.9, 2.8, 1.9)

8.21(ddd, 8.9, 2.8, 1.9)

7.93(dd, 8.5, 2.0)

2-OMe

3-OMe

3.86(s)

4-OMe

3.87(s)

3.86(s)

3.87(s)

3.88(s)

3.88(s)

3.87(s)

7.97(d, 15.6)

7.68(d, 15.6)

7.69(d, 15.6)

8.07(d, 15.5)

8.00(d, 15.3)

7.69(d, 15.6)

7.67(d, 15.6)

7.88(d, 15.6)

7.96(d, 15.6)

7.88(d, 15.5)

8.54(d, 15.3)

7.97(d, 15.6)

H1'

8.32(d, 1.5)

H2'

7.84(ddd, 8.5, 2.5, 1.8)

7.76(d, 8.1)

7.91(ddd, 8.6, 2.5, 1.9)

8.23(d, 8.1)

7.92(ddd, 8.5, 2.5, 1.8)

H3'

7.65(ddd, 8.5, 2.5, 1.8)

7.27(d, 8.1)

7.51(ddd, 8.6, 2.5, 1.9)

8.12(dd, 8.6, 1.5)

7.62(dd, 8.2, 8.1)

7.51(ddd, 8.5, 2.5, 1.8)

H4'

7.98(d, 8.9)

8.05(d, 8.2)

H5'

7.65(ddd, 8.5, 2.5, 1.8)

7.27(d, 8.1)

7.51(ddd, 8.6, 2.5, 1.9)

7.95(m)

8.01(dd, 8.1, 1.3)

7.51(ddd, 8.5, 2.5, 1.8)

H6'

7.84(ddd, 8.5, 2.5, 1.8)

7.76(d, 8.1)

7.91(ddd, 8.6, 2.5, 1.9)

7.58(ddd, 8.9, 6.8, 2.1)

7.60(ddd, 8.1, 6.8, 1.0)

7.92(ddd, 8.5, 2.5, 1.8)

H7'

7.56(ddd, 8.9, 6.8, 2.1)

7.65(ddd, 8.3, 6.8, 1.3)

H8'

7.97(m)

8.27(dd, 8.3, 1.0)

3'-OMe

4'-OMe

4'-CH3

2.35(s)

 

7

8

9

10

11

12

H2

7.60(d, 2.0)

7.60(d, 2.0)

7.61(d, 2.0)

7.61(d, 2.0)

7.61(dd, 2.6, 1.6)

7.61(d, 2.0)

H3

H4

7.76(ddd, 7.7, 1.6, 0.8)

H5

7.09(d, 8.5)

6.92(d, 8.4)

7.10(d, 8.5)

7.10(d, 8.5)

7.49(dd, 8.2, 7.7)

7.10(d, 8.5)

H6

7.91(dd, 8.5, 2.0)

7.67(dd, 8.4, 2.0)

7.91(dd, 8.5, 2.0)

7.88(dd, 8.5, 2.0)

7.24(ddd, 8.2, 2.6, 0.8)

7.90(dd, 8.5, 2.0)

2-OMe

3-OMe

3.857(s)

3.948(s)

3.86(s)

3.86(s)

3.85(s)

3.86(s)

4-OMe

3.87(s)

3.952(s)

3.87(s)

3.87(s)

3.87(s)

7.82(d, 15.5)

7.63(d, 15.7)

7.98(d, 15.6)

7.68(d, 15.6)

7.93(d, 15.7)

7.71(d, 15.6)

7.67(d, 15.5)

7.78(d, 15.7)

7.67(d, 15.6)

7.89(d, 15.6)

7.72(d, 15.7)

7.91(d, 15.6)

H1'

H2'

7.52(d, 1.8)

7.75(ddd, 8.9, 2.2, 2.0)

7.85(ddd, 8.5, 2.6, 1.9)

7.77(ddd, 8.1, 2.2, 2.0)

7.93(ddd, 8.6, 2.6, 1.9)

7.97(ddd, 8.8, 5.6, 3.0)

H3'

8.24(ddd, 8.9, 2.2, 2.0)

7.65(ddd, 8.5, 2.6, 1.9)

7.27(ddd, 8.1, 2.2, 2.0)

7.51(ddd, 8.6, 2.6, 1.9)

7.29(ddd, 8.8, 8.8, 3.0)

H4'

H5'

7.02(d, 8.4)

8.24(ddd, 8.9, 2.2, 2.0)

7.65(ddd, 8.5, 2.6, 1.9)

7.27(ddd, 8.1, 2.2, 2.0)

7.51(ddd, 8.6, 2.6, 1.9)

7.29(ddd, 8.8, 8.8, 3.0)

H6'

7.40(dd, 8.4, 1.8)

7.75(ddd, 8.9, 2.2, 2.0)

7.85(ddd, 8.5, 2.6, 1.9)

7.77(ddd, 8.1, 2.2, 2.0)

7.93(ddd, 8.6, 2.6, 1.9)

7.97(ddd, 8.8, 5.6, 3.0)

H7'

H8'

3'-OMe

3.86(s)

4'-OMe

3.82(s)

3.86(s)

4'-CH3

3.87(s)

 

13

14

15

16

17

H2

7.67(d, 2.0)

7.65(d, 2.0)

H3

7.19(dd, 8.3, 0.7)

7.21(dd, 8.3, 0.9)

7.18(dd, 8.3, 0.4)

H4

7.54(ddd, 8.3, 7.4, 1.8)

*7.58(ddd, 8.3, 7.4, 1.8)

7.52(ddd, 8.3, 7.4, 1.8)

H5

7.06(ddd, 7.5, 7.4, 0.7)

7.07(ddd, 7.5, 7.4, 0.9)

7.12(d, 8.5)

7.12(d, 8.5)

7.05(ddd, 7.9, 7.4, 0.4)

H6

7.48(dd, 7.5, 1.8)

*7.53(dd, 7.6, 1.8)

7.94(dd, 8.5, 2.0)

7.96(dd, 8.5, 2.0)

7.45(dd, 7.9, 1.8)

2-OMe

3.86(s)

3.88(s)

3.85(s)

3-OMe

3.878(s)

3.878(s)

4-OMe

3.882(s)

3.884(s)

7.34(d, 15.9)

*7.61(d, 16.0)

8.02(d, 15.3)

8.08(d, 15.5)

7.27(d, 16.0)

7.47(d, 15.9)

*7.61(d, 16.0)

8.54(d, 15.3)

7.88(d, 15.5)

7.42(d, 16.0)

H1'

8.32(d, 1.5)

H2'

7.61(ddd, 8.1, 2.1, 2.0)

8.01(ddd, 8.9, 2.3, 2.0)

8.23(d, 7.3)

7.34(d, 2.0)

H3'

7.25(ddd, 8.1, 2.1, 2.0)

8.24(ddd, 8.9, 2.3, 2.0)

7.62(dd, 8.3, 7.3)

8.13(dd, 8.6, 1.5)

H4'

8.05(d, 8.3)

7.96(d, 8.6)

H5'

7.25(ddd, 8.1, 2.1, 2.0)

8.24(ddd, 8.9, 2.3, 2.0)

8.01(dd, 8.0, 1.6)

7.95(m)

6.99(d, 8.3)

H6'

7.61(ddd, 8.1, 2.1, 2.0

8.01(ddd, 8.9, 2.3, 2.0)

7.60(ddd, 8.0, 6.8, 1.2)

7.58(ddd, 9.2, 6.9, 2.4)

7.26(dd, 8.3, 2.0)

H7'

7.65(ddd, 8.2, 6.8, 1.6)

7.56(ddd, 9.2, 6.9, 2.4)

H8'

8.27(dd, 8.2, 1.2)

7.98(m)

3'-OMe

3.81(s)

4'-OMe

3.80(s)

4'-CH3

2.34(s)