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. Author manuscript; available in PMC: 2011 Jul 7.
Published in final edited form as: J Am Chem Soc. 2010 Jul 7;132(26):9069–9077. doi: 10.1021/ja102100h

Table 2.

NMR Spectroscopic Data for Chrysophaentin E (5)

5 (MeOH-d4) 5 (DMF-d7)

position δ Ca δHb (J in Hz) HMBCc δ Ce δHf (J in Hz) HMBCc ROESYd
1 148.3 147.3
2 120.6 119.4
3 116.9 6.84 s 1, 2, 4, 5 116.3 7.01 s 1, 2, 4, 5 OH-4
4 150.6 150.2
OH-4 9.82 s 3, 4, 5 3
5 126.5 125.6
6 116.5 6.44 s 1, 2, 4, 5, 7 115.8 6.58 s 1, 2, 4, 5, 7 7
7 30.0 3.32 d (7.9) 4, 5, 6, 8, 9 29.3 3.41 d (7.5) 1, 4, 5, 8, 9 6, 8, 10
8 127.6 5.73 t (7.9) 5, 7, 9, 10 127.3 5.74 t (7.5) 5, 7, 9, 10 7
9 134.2 133.2
10 40.5 3.52 br s 8, 9, 11, 12 39.7 3.61 br s 8, 9, 11, 12 7, 12
11 140.9 139.8
12, 16 108.1 6.16 br d (1.9) 10, 13, 14, 16 107.2 6.25 br s 10, 13, 14, 16 OH-13
13, 15 159.3 159.3
OH-13,
OH-15
9.34 s 12, 13, 14 12, 14
14 101.6 6.13 br d (1.9) 12, 13 101.2 6.26 d (1.8) 12, 13 OH-13
1′ 146.8 146.6
OH-1′ 9.52 s 1′, 2′, 6′ 6′
2′ 119.1 120.3
3′ 116.8 6.74 s 1′, 2′, 4′, 5′ 115.9 6.91 s 1′, 2′, 5′ OH-4′
4′ 149.4 148.8
OH-4′ 9.55 s 3′, 4′, 5′ 3′
5′ 127.1 126.1
6′ 118.4 6.70 s 1′, 2′, 4′, 5′, 7′ 117.8 6.90 s 2′, 4′, 7′ OH-1′, 7′, 8′
7′ 29.9 3.41 d (7.9) 4′, 5′, 6′, 8′, 9′ 29.0 3.48 5′, 6′, 8′, 9′ 6′, 8′, 10′
8′ 128.3 5.88 t (7.9) 5′, 7′, 9′, 10′ 127.5 5.92 t (7.7) 5′, 9′, 10′ 6′, 7′
9′ 133.4 133.1
10′ 40.3 3.69 br s 8′, 9′, 11′, 12′ 39.3 3.74 br s 8′, 9′, 11′, 12′ 7′, 12′
11′ 136.4 135.1
12′, 16′ 109.3 6.41 s 10′, 12′, 13′, 14′ 108.3 6.49 11′, 12′, 13′, 14′ 10′, OH-13′
13′, 15′ 151.6 151.5
OH-13′,
OH-15′
9.60 s 12′, 13′, 14′ 12′
14′ 130.3 129.4
a

Recorded at 125 MHz; referenced to residual MeOH-d4 at δ 49.1.

b

Recorded at 500 MHz; referenced to residual MeOH-d4 at δ 3.30.

c

Proton showing HMBC correlation to indicated carbon.

d

Proton showing ROESY correlation to indicated carbon.

e

Recorded at 125 MHz; referenced to residual DMF-d7 at δ 34.89.

f

Recorded at 500 MHz; referenced to residual DMF-d7 at δ 2.92.