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3.35 (s, 3H), 2.80–2.74 (m, 2H), 2.59–2.53 (m, 1H), 2.37–2.31 (m,
1H), 1.85–1.52 (m, 12H), 1.48 (s, 3H), 1.45–1.34 (m, 5H), 1.32 (s,
3H), 1.28–1.15 (m, 11H), 1.11 (s, 3H), 0.99–0.77 (m, 14H), 0.70 (s,
3H). 13C NMR (101 MHz, CDCl3): d ¼ 112.4, 109.6, 86.7, 85.3,
83.7, 77.9, 68.0, 56.2, 55.5, 55.0, 48.6, 46.2, 45.8, 44.2, 42.8, 39.9,
39.2, 36.2, 34.7, 32.6, 31.3, 30.8, 30.4, 29.1, 28.2, 26.5, 26.1, 25.0,
24.2, 23.0, 21.3, 19.8, 19.0, 18.7, 17.6, 15.4, 12.2, 12.0. HRMS-
ESI: m/z calcd for C38H66O6Se+: 698.4025, found: 700.4238.
Compound 23
Yellow oil. [a]2D2 ꢃ37 (c 0.2, CH2Cl2). 1H NMR (400 MHz, CDCl3):
d ¼ 5.32 (d, J ¼ 5.0 Hz, 1H), 4.97 (s, 1H), 4.70 (d, J ¼ 5.9 Hz, 1H),
4.60 (d, J ¼ 5.9 Hz, 1H), 4.30 (dd, J ¼ 10.1, 6.0 Hz, 1H), 3.48 (s,
1H), 3.34 (s, 3H), 2.79 (d, J ¼ 14.3 Hz, 1H), 2.73 (dd, J ¼ 12.4, 6.0
Hz, 1H), 2.53 (dd, J ¼ 12.4, 10.2 Hz, 1H), 2.20 (d, J ¼ 14.7 Hz,
1H), 2.02–1.49 (m, 10H), 1.48 (s, 3H), 1.44–1.32 (m, 6H), 1.32 (s,
3H), 1.25–1.04 (m, 10H), 1.00 (s, 3H), 0.91 (d, J ¼ 6.5 Hz, 3H),
0.87 (d, J ¼ 1.8 Hz, 3H), 0.86 (d, J ¼ 1.8 Hz, 3H), 0.67 (s, 3H). 13
C
NMR (101 MHz, CDCl3): d ¼ 139.1, 122.3, 112.2, 109.6, 86.9,
85.4, 83.7, 56.7, 56.1, 54.9, 50.0, 42.3, 40.8, 39.7, 39.5, 38.8, 37.3,
36.2, 35.8, 34.9, 31.7, 31.7, 28.2, 28.0, 27.6, 26.7, 26.4, 24.9, 24.3,
23.8, 22.8, 22.5, 20.7, 19.3, 18.7, 11.8. HRMS-ESI: m/z calcd for
Compound 16
Yellow oil. [a]2D2 ꢃ62 (c 0.1, CH2Cl2). 1H NMR (400 MHz, CDCl3):
d ¼ 5.93 (d, J ¼ 3.8 Hz, 1H), 5.15 (dd, J ¼ 15.1, 8.5 Hz, 1H), 5.02
(dd, J ¼ 15.1, 8.6 Hz, 1H), 4.53 (d, J ¼ 3.7 Hz, 1H), 4.35 (ddd, J ¼
8.4, 5.8, 2.5 Hz, 1H), 4.27 (s, 1H), 4.03 (ddd, J ¼ 15.6, 10.4, 5.1
Hz, 1H), 3.77 (t, J ¼ 5.9 Hz, 1H), 2.95–2.89 (m, 1H), 2.87–2.69 (m,
2H), 2.32 (dd, J ¼ 13.1, 11.3 Hz, 1H), 2.12–1.58 (m, 14H), 1.51 (s,
3H), 1.49–1.33 (m, 6H), 1.31 (s, 3H), 1.28–1.03 (m, 10H), 1.01 (d,
J ¼ 6.6 Hz, 3H), 0.87–0.77 (m, 9H), 0.72 (s, 3H). 13C NMR (101
MHz, CDCl3): d ¼ 138.2, 129.3, 111.7, 104.8, 85.1, 80.1, 77.9,
75.4, 68.0, 56.0, 55.6, 51.2, 49.1, 46.1, 44.0, 42.7, 40.4, 39.8, 39.2,
34.6, 32.6, 31.9, 31.3, 30.7, 29.7, 28.8, 26.8, 26.2, 25.4, 24.3, 23.2,
21.2, 21.2, 21.1, 19.0, 17.7, 12.4, 12.2. HRMS-ESI: m/z calcd for
C
36H60O4Se + H+: 637.3783, found 637.3696.
Compound 24
Semisolid. [a]2D2 ꢃ31 (c 0.05, CH2Cl2). 1H NMR (400 MHz,
CDCl3): d ¼ 5.93 (d, J ¼ 3.7 Hz, 1H), 5.32 (d, J ¼ 5.1 Hz, 1H), 4.53
(d, J ¼ 3.8 Hz, 1H), 4.37 (ddd, J ¼ 9.6, 5.2, 2.6 Hz, 1H), 4.28 (dd, J
¼ 5.3, 2.6 Hz, 1H), 3.55 (s, 1H), 2.83 (dd, J ¼ 11.9, 5.3 Hz, 1H),
2.73 (dd, J ¼ 11.9, 9.7 Hz, 1H), 2.21 (d, J ¼ 14.8 Hz, 1H), 2.07 (d, J
¼ 5.5 Hz, 1H), 2.02–1.77 (m, 6H), 1.68–1.52 (m, 6H), 1.50 (s, 3H),
1.46–1.32 (m, 5H), 1.31 (s, 3H), 1.26–1.03 (m, 10H), 1.00 (s, 3H),
0.91 (d, J ¼ 6.5 Hz, 3H), 0.87 (d, J ¼ 1.8 Hz, 3H), 0.86 (d, J ¼ 1.8
Hz, 3H), 0.67 (s, 3H). 13C NMR (101 MHz, CDCl3): d ¼ 139.0,
122.4, 111.6, 104.9, 85.1, 79.9, 75.5, 56.7, 56.1, 50.0, 42.3, 42.0,
39.7, 39.5, 38.8, 37.3, 36.2, 35.8, 35.0, 31.7, 31.7, 28.2, 28.0, 27.7,
26.7, 26.2, 24.3, 23.9, 22.8, 22.5, 20.7, 19.6, 19.3, 18.7, 11.8.
HRMS-ESI: m/z calcd for C35H58O4Se + H+: 623.3536, found
623.3335.
C
37H62O6Se + Na+: 705.3609, found: 705.3624.
Compound 19
Yellow oil. [a]2D2 ꢃ202 (c 0.05, CH2Cl2). 1H NMR (400 MHz,
CDCl3): d ¼ 5.93 (d, J ¼ 3.7 Hz, 1H), 4.53 (d, J ¼ 3.7 Hz, 1H),
4.37–4.27 (m, 2H), 4.03 (ddd, J ¼ 15.6, 10.4, 5.0 Hz, 1H), 2.91
(d, J ¼ 3.1 Hz, 1H), 2.81–2.74 (m, 2H), 2.60 (sl, 1H), 2.35–2.29
(m, 1H), 2.06–1.56 (m, 12H), 1.51 (s, 3H); 1.49–1.33 (m, 6H),
1.32 (s, 3H), 1.30–1.12 (m, 10H), 1.10 (s, 3H), 1.03–0.76 (m,
14H), 0.69 (s, 3H). 13C NMR (101 MHz, CDCl3): d ¼ 111.7,
104.8, 85.1, 80.2, 77.9, 75.3, 68.0, 56.2, 55.5, 49.0, 46.0, 45.8,
44.0, 42.8, 39.9, 39.2, 36.1, 34.6, 33.9, 32.5, 31.3, 30.7, 29.1,
28.2, 26.8, 26.2, 26.1, 24.2, 23.1, 23.0, 21.2, 19.8, 19.0, 18.7,
17.7, 15.4, 12.2, 12.0. HRMS-ESI: m/z calcd for C37H64O6Se +
Na+: 707.3766, found: 707.3785.
Compound 25
Semisolid. [a]2D2 +26 (c 0.2, CH2Cl2). 1H NMR (400 MHz, CDCl3):
d ¼ 5.35 (d, J ¼ 4.6 Hz, 1H), 4.89 (s, 1H), 4.83 (dd, J ¼ 5.8, 3.8 Hz,
1H), 4.56 (d, J ¼ 5.9 Hz, 1H), 3.99 (qd, J ¼ 8.1, 4.4 Hz, 1H), 3.84
(dd, J ¼ 8.1, 3.7 Hz, 1H), 3.50 (sl, 1H), 3.31 (s, 3H), 2.99 (dd, J ¼
12.9, 3.8 Hz, 1H), 2.85 (d, J ¼ 5.0 Hz, 1H), 2.79 (d, J ¼ 14.0 Hz,
1H), 2.72 (dd, J ¼ 12.9, 8.0 Hz, 1H), 2.25 (d, J ¼ 14.7 Hz, 1H),
2.08–1.48 (m, 13H), 1.47 (s, 3H), 1.46–1.35 (m, 3H), 1.33 (s, 3H),
1.30–1.03 (m, 10H), 1.00 (s, 3H), 0.92 (d, J ¼ 6.5 Hz, 3H), 0.87 (d,
J ¼ 6.5 Hz, 6H), 0.67 (s, 3H). 13C NMR (101 MHz, CDCl3): d ¼
139.1, 122.4, 112.6, 107.2, 84.8, 81.6, 79.9, 68.5, 56.7, 56.1, 54.6,
50.0, 42.3, 42.1, 39.7, 39.5, 38.8, 37.3, 36.2, 35.8, 35.1, 31.7, 31.7,
29.8, 28.3, 28.2, 28.0, 26.0, 24.6, 24.3, 23.8, 22.8, 22.5, 20.7, 19.3,
18.7, 11.8. HRMS-ESI: m/z calcd forC37H62O5Se + Na+: 689.3660,
found: 689.3664.
Compound 22
Semisolid. [a]2D2 ꢃ53 (c 0.1, CH2Cl2). 1H NMR (400 MHz, CDCl3):
d ¼ 5.53 (d, J ¼ 5.0 Hz, 1H), 5.32 (d, J ¼ 4.9 Hz, 1H), 4.60 (dd, J ¼
7.9, 2.3 Hz, 1H), 4.39 (dd, J ¼ 7.9, 1.7 Hz, 1H), 4.28 (dd, J ¼ 5.0,
2.3 Hz, 1H), 3.88 (td, J ¼ 7.3, 1.3 Hz, 1H), 3.49 (s, 1H), 2.79 (d, J ¼
14.3 Hz, 1H), 2.71 (d, J ¼ 7.2 Hz, 2H), 2.22 (d, J ¼ 14.7 Hz, 2H),
2.02–1.73 (m, 6H), 1.68–1.55 (m, 6H), 1.53 (s, 3H), 1.44 (s, 3H),
1.34 (s, 3H), 1.33 (s, 3H), 1.26–1.02 (m, 11H), 1.00 (s, 3H), 0.95 (s,
1H), 0.94–0.89 (m, 4H), 0.87 (d, J ¼ 1.7 Hz, 3H), 0.86 (d, J ¼ 1.7
Compound 26
Hz, 3H), 0.67 (s, 3H). 13C NMR (101 MHz, CDCl3): d ¼ 139.3, Brown oil. 1H NMR (400 MHz, CDCl3): d ¼ 5.4–5.3 (m, 1H), 4.8–
122.2, 109.1, 108.4, 96.7, 71.7, 71.1, 70.6, 68.3, 56.7, 56.1, 49.9, 4.7 (m, 1H), 4.4–4.3 (m, 1H), 3.5–3.2 (m, 2H), 2.91 (s, 1H), 2.5–
42.3, 41.6, 39.7, 39.5, 39.0, 37.3, 36.2, 35.8, 35.8, 35.0, 31.8, 28.2, 2.4 (m, 3H), 2.04–0.8 (m, 21H), 0.7 (s, 6H). 13C NMR (101 MHz,
28.0, 27.7, 26.1, 26.0, 24.9, 24.4, 24.3, 23.8, 22.8, 22.6, 22.5, 20.7, CDCl3): d ¼ 138.4, 123.8, 121.7, 78.7, 56.7, 56.6, 56.1, 50.2, 49.9,
19.3, 18.7, 11.8. HRMS-ESI: m/z calcd for C39H64O5Se + Na+: 42.7, 42.3, 39.6, 39.5, 37.4, 36.7, 36.1, 35.8, 31.9, 31.8, 29.7, 28.2,
715.3817, found: 715.3795.
28.0, 27.2, 24.2, 23.8, 22.8, 22.5, 21.0, 19.4, 19.2, 18.7, 18.6, 11.8.
93912 | RSC Adv., 2016, 6, 93905–93914
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