Molecules 2017, 22, 1739
5 of 11
Compound Identification (7a–7h)
1
(
7a). White powder. m/z = [M + 1] 487.2804, calculated value: 486.2729. H-NMR (600 MHz, CDCl3) δ
8.34 (s, 1H), 7.40 (dd, J = 30.8, 9.5 Hz, 1H), 7.31 (s, 1H), 7.18 (d, J = 8.4 Hz, 1H), 6.80 (d, J = 8.3 Hz, 1H),
4.98 (d, J = 9.9 Hz, 1H), 4.72 (t, J = 8.1 Hz, 1H), 4.46 (dd, J = 8.4, 4.6 Hz, 1H), 4.02–3.94 (m, 1H), 3.78–3.70
(m, 1H), 2.34–2.30 (m, 1H), 2.25–2.17 (m, 3H), 2.08–2.01 (m, 2H), 2.00–1.93 (m, 2H), 1.92–1.85 (m, 1H),
1.77–1.70 (m, 1H), 1.31–1.22 (m, 3H), 1.12 (d, J = 6.7 Hz, 3H), 1.04 (d, J = 6.7 Hz, 3H), 0.99 (d, J = 6.7 Hz,
1H), 0.97–0.95 (m, 1H), 0.89 (s, 3H), 0.86 (s, 3H), 0.81 (s, 3H). 13C NMR (151 MHz, CDCl3)
δ 172.22 (s),
171.83 (s), 168.25 (s), 148.42 (s), 144.02 (s), 125.46 (s), 120.53 (s), 115.10 (s), 114.29 (s), 81.03 (s), 59.57 (s),
56.76 (s), 49.09 (s), 48.13 (s), 44.91 (s), 36.46 (s), 31.47 (s), 29.83 (s), 29.48 (s), 28.04 (s), 27.21 (s), 24.94 (s),
19.81 (s), 19.51 (s), 18.93 (s), 18.63 (s), 13.74 (s).
1
(
7b). White powder. m/z = [M + 1] 501.2970, calculated value: 500.2886. H-NMR (600 MHz, CDCl3)
δ
7.41 (s, 1H), 6.99 (s, 1H), 6.68 (d, J = 12.4 Hz, 1H), 6.62–6.51 (m, 2H), 4.94 (d, J = 9.8 Hz, 1H), 4.55 (t, J =
8.1 Hz, 1H), 4.52–4.43 (m, 1H), 3.99–3.93 (m, 1H), 3.70–3.57 (m, 1H), 3.49–3.44 (m, 1H), 3.37 (d, J = 15.5
Hz, 1H), 2.33–2.26 (m, 1H), 2.24–2.19 (m, 1H), 2.09–1.94 (m, 5H), 1.89–1.84 (m, 1H), 1.79–1.67 (m, 2H),
1.35–1.15 (m, 3H), 1.03 (d, J = 6.6 Hz, 3H), 0.91 (d, J = 7.3 Hz, 3H), 0.87 (s, 3H), 0.85 (s, 3H), 0.79 (s, 3H).
13C-NMR (151 MHz, CDCl3)
δ 173.05 (s), 172.12 (s), 171.41 (s), 125.94 (s), 121.52 (s), 116.33 (s), 115.93
(s), 115.49 (s), 81.01 (s), 59.58 (s), 56.40 (s), 49.03 (s), 48.09 (s), 47.75 (s), 44.87 (s), 42.75 (s), 36.46 (s), 31.29
(s), 29.50 (s), 28.04 (s), 27.20 (s), 24.99 (s), 19.80 (s), 19.41 (s), 18.91 (s), 18.37 (s), 18.02 (s), 13.71 (s).
1
(
7c). White powder. m/z = [M + 1] 527.3128, calculated value: 526.3042. H-NMR (600 MHz, CDCl3)
δ
8.22 (s, 1H), 7.51 (d, J = 15.5 Hz, 1H), 7.01 (d, J = 8.2 Hz, 1H), 6.98 (s, 1H), 6.89 (d, J = 8.1 Hz, 1H),
6.53 (d, J = 8.4 Hz, 1H), 6.29 (d, J = 15.5 Hz, 1H), 5.03–4.94 (m, 1H), 4.89–4.80 (m, 1H), 4.80–4.70 (m,
1H), 4.59–4.51 (m, 1H), 3.90 (dd, J = 16.2, 3.9 Hz, 3H), 3.77–3.69 (m, 1H), 3.67–3.55 (m, 1H), 2.36–2.30
(m, 1H), 2.26–2.21 (m, 1H), 2.18–2.11 (m, 1H), 2.10–2.01 (m, 3H), 1.94–1.88 (m, 1H), 1.78–1.72 (m, 1H),
1.71–1.66 (m, 1H), 1.29–1.24 (m, 2H), 1.10 (d, J = 6.6 Hz, 3H), 0.96 (d, J = 6.7 Hz, 3H), 0.89 (s, 3H), 0.87 (s,
3H), 0.81 (s, 3H). 13C-NMR (151 MHz, CDCl3)
δ 172.31 (s), 171.14 (s), 166.24 (s), 147.61 (s), 146.91 (s),
141.44 (s), 127.39 (s), 122.63 (s), 118.13 (s), 114.85 (s), 109.48 (s), 80.73 (s), 59.29 (s), 56.02 (s), 49.08 (s),
48.10 (s), 47.49 (s), 44.92 (s), 36.49 (s), 31.73 (s), 29.50 (s), 28.07 (s), 27.22 (s), 25.03 (s), 19.82 (s), 18.93 (s),
18.10 (s), 13.74 (s).
(
δ
7d). White powder. m/z = [M + 1] 503.2755, calculated value: 502.2679.1H-NMR (600 MHz, CDCl3)
8.34 (s, 1H), 7.46 (s, 1H), 7.48 (s, 1H), 7.33 (s, 2H), 5.00 (d, J = 9.8 Hz, 1H), 4.73 (t, J = 8.1 Hz, 1H),
4.48 (dd, J = 8.4, 4.6 Hz, 1H), 4.00–3.93 (m, 1H), 3.76–3.69 (m, 1H), 2.36–2.31 (m, 1H), 2.25–2.19 (m,
3H), 2.08–2.00 (m, 2H), 1.95–1.90 (m, 2H), 1.90–1.83 (m, 1H), 1.79–1.73 (m, 1H), 1.29–1.21 (m, 3H), 1.16
(d, J = 6.8 Hz, 3H), 1.08 (d, J = 6.8 Hz, 3H), 0.99 (d, J = 6.8 Hz, 1H), 0.98–0.95 (m, 1H), 0.91 (s, 3H), 0.87
(s, 3H), 0.80 (s, 3H). 13C-NMR (151 MHz, CDCl3)
δ 172.21 (s), 171.84 (s), 168.27 (s), 148.45 (s), 148.47 (s),
144.00 (s),120.58 (s), 114.31 (s), 81.02 (s), 59.55 (s), 56.78 (s), 49.06 (s), 48.17 (s), 44.90 (s), 36.44 (s), 31.43
(s), 29.85 (s), 29.44 (s), 28.02 (s), 27.25 (s), 24.97 (s), 19.85 (s), 19.52 (s), 18.94 (s), 18.65 (s), 13.75 (s).
1
(
7e). White solid. m/z = [M + 1] 501.2970, calculated value: 500.2886. H-NMR (600 MHz, CDCl3)
δ
8.41 (s, 1H), 7.45 (s, 1H), 7.31 (s, 1H), 7.18 (d, J = 8.3 Hz, 1H), 6.81 (d, J = 8.3 Hz, 1H), 5.03–4.98 (m, 1H),
4.55 (dd, J = 8.6, 4.3 Hz, 1H), 3.72–3.62 (m, 1H), 3.53–3.38 (m, 1H), 3.33–3.21 (m, 1H), 2.41–2.34 (m, 1H),
2.24–2.19 (m, 1H), 2.00–1.92 (m, 2H), 1.91–1.84 (m, 1H), 1.82–1.70 (m, 2H), 1.68–1.50 (m, 3H), 1.30–1.18
(m, 3H), 1.00 (d, J = 6.5 Hz, 3H), 0.93 (d, J = 6.5 Hz, 3H), 0.88 (s, 3H), 0.87 (s, 3H), 0.80 (s, 3H). 13C-NMR
(151 MHz, CDCl3) δ 174.01 (s), 172.09 (s), 171.88 (s), 148.43 (s), 144.00 (s), 125.43 (s), 120.50 (s), 115.13
(s), 114.27 (s), 81.19 (s), 59.37 (s), 49.04 (s), 48.09 (s), 47.24 (s), 44.99 (s), 41.12 (s), 39.95 (s), 36.70 (s), 29.30
(s), 28.17 (s), 27.33 (s), 24.85 (s), 24.71 (s), 23.51 (s), 21.48 (s), 19.83 (s), 18.93 (s), 13.74 (s).
1
(
7f). White solid. m/z = [M + 1] 515.3125, calculated value: 514.3042. H-NMR (600 MHz, CDCl3)
δ
7.40
(s, 1H), 6.98 (s, 1H), 6.64 (d, J = 12.2 Hz, 1H), 6.60–6.50 (m, 2H), 5.01–4.98 (m, 1H), 4.55 (dd, J = 8.4, 4.1
Hz, 1H), 3.71–3.65 (m, 1H), 3.53–3.37 (m, 1H), 3.35–3.22 (m, 1H), 2.36–2.29 (m, 1H), 2.27–2.17 (m, 1H),
2.06–1.97 (m, 2H), 1.91–1.83 (m, 1H), 1.81–1.70 (m, 2H), 1.69–1.53 (m, 3H), 1.33–1.21 (m, 3H), 1.02 (d, J =