J. Chen et al. / Bioorg. Med. Chem. Lett. 19 (2009) 5496–5499
5499
(50), 236 (52), 222 (40), 217 (23), 213 (15), 195 (13), 165 (29), 152 (20), 141
(22), 128 (40), 115 (50). HRMS m/z. Calcd for C20H19ClO6Na (M+Na)+: 413.0767.
Found: 413.0781. Compound 11: colorless needles, mp: 177–178 °C, 1H NMR
(300 MHz, CDCl3), d (ppm): 7.45–7.28 (5H, m), 7.28 (1H, d, J = 9.6 Hz), 6.24 (1H,
s), 6.15 (1H, d, J = 9.6 Hz), 5.93 (1H, s), 5.14 (2H, s), 3.72 (1H, d, J = 10.2 Hz), 2.95
(1H, d, J = 10.2 Hz), 2.86 (1H, d, J = 11.4 Hz), 2.72 (1H, dd, J = 7.2, 13.2 Hz), 2.54
(1H, d, J = 11.4 Hz), 2.48–2.12 (3H, m), 2.02–1.92 (1H, m), 1.41 (3H, s). 13C NMR
(75 MHz, CDCl3) d (ppm): 200.4, 191.0, 172.7, 169.6, 150.9, 145.8, 134.9, 129.8,
128.7, 128.6, 121.2, 89.2, 67.6, 65.9, 65.5, 61.2, 60.6, 49.1, 47.4, 41.6, 39.8, 18.0,
12.0. EIMS m/z (%): 363 (3), 362 (13), 360 (24), 334 (4), 333 (16), 331 (45), 286
(8), 280 (17), 267 (45), 249 (30), 223 (34), 221 (18), 208 (12), 195 (10), 181 (5),
165 (10), 158 (7), 128 (12), 115 (15), 107 (36), 91 (100). HRMS m/z. Calcd for
C26H23ClO6Na (M+Na)+: 489.1080. Found: 489.1076. Compound 14: colorless
plate, mp: 231–232 °C, 1H NMR (300 MHz, CDCl3), d (ppm): 7.20 (1H, d,
J = 9.3 Hz), 6.13 (1H, s), 6.08 (1H, d, J = 9.3 Hz), 5.70 (1H, s), 3.67 (1H, d,
J = 10.2 Hz), 3.64 (3H, s), 2.83 (1H, d, J = 10.2 Hz), 2.54 (1H, d, J = 10.8 Hz), 2.36–
2.18 (3H, m), 2.15 (1H, d, J = 10.8 Hz), 1.98–1.73 (3H, m), 1.35 (3H, s). 13C NMR
(75 MHz, CDCl3) d (ppm): 202.4, 191.3, 173.0, 170.6, 152.7, 146.1, 129.7, 118.5,
89.3, 76.0, 65.6, 61.6, 60.9, 52.4, 49.0, 48.1, 40.4, 36.8, 17.6, 12.0. EIMS m/z (%):
373 [(M+H)+, 4], 372 [(M)+, 18], 344 (37), 340 (82), 326 (23), 312 (25), 294 (15),
285 (23), 268 (100), 267 (52), 251 (28), 239 (55), 218 (81), 213 (43), 195 (26),
185 (24), 171 (24), 157 (28), 141 (65), 128 (70), 115(87), 109 (25), 91 (23).
HRMS m/z. Calcd for C20H20O7Na (M+Na)+: 395.1106. Found: 395.1103.
Compound 15: colorless plate, mp: 216–217 °C, 1H NMR (300 MHz, CDCl3), d
(ppm): 7.38–7.16 (6H, m), 6.08 (1H, d, J = 9.6 Hz), 6.06 (1H, s), 5.65 (1H, s), 5.06
(2H, s), 3.67 (1H, d, J = 10.5 Hz), 2.86 (1H, d, J = 10.5 Hz), 2.51 (1H, d,
J = 11.1 Hz), 2.32–2.14 (3H, m), 2.07 (1H, d, J = 11.1 Hz), 1.97–1.80 (3H, m),
1.65–1.55 (1H, m), 1.33 (3H, s). 13C NMR (75 MHz, CDCl3) d (ppm): 202.2,
191.3, 173.0, 170.0, 152.9, 146.1, 135.1, 129.7, 128.8, 128.7, 128.7, 118.2, 89.3,
76.0, 67.6, 65.6, 61.6, 60.9, 49.2, 48.2, 40.5, 36.5, 17.6, 12.1. EIMS m/z (%): 448
[(M)+, 2], 420 (3), 357 (3), 342 (18), 313 (8), 295 (5), 280 (16), 267 (21), 249 (7),
221 (16), 213 (4), 195 (5), 171 (4), 151 (13), 148 (20), 128 (12), 115 (12), 107
(26), 91 (100). HRMS m/z. Calcd for C26H24O7Na (M+Na)+: 471.1419. Found:
471.1408.
Acknowledgments
This work was supported by grants from the Yunnan Provincial
Science & Technology Department (2007B0006Z), the Chinese Min-
istry of Education for fostering important scientific research pro-
gram (706052), and the National Natural Science Foudation of
China (30660213, 20562013).
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11. Compound 10: colorless crystal, mp: 139–140 °C , 1H NMR (300 MHz, CDCl3), d
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