518

Table 4. (Continued)

Mono-THF Acetogenins (Continued)

gardnerinin

Position 10 12 15 16 19 20 34

1H ( \delta ) 3.81 m 4.00 m 3.86 m 3.42 m 3.58 m 3.64 m ---

13C ( \delta ) 71.70 77.95 82.51 73.53 74.34 74.43 105.09

34-epi-gardnerinin

Position 10 12 15 16 19 20 34

1H ( \delta ) 3.81 m 4.0 m 3.86 m 3.42 m 3.58 m 3.64 m ---

13C ( \delta ) 71.70 77.95 82.51 73.53 74.34 74.43 105.58

White waxy solid. Mp: 78–80°C. [α]D: +14.0° (cQO7, CH3OH). IR (νmax, film, cm⁻¹): 3386, 2922, 2852, 1749, 1466, 1072–928 MS: EIMS m/z 413, 395, 377, 483, 465, 447, 329, 311, 293, 269, 251, 229, 211. NMR: 1H NMR (500MHz, CDCl₃), 13C NMR (125MHz, CDCl₃). Derivatives: phenylhydrazone (1H NMR), per-MTPA esters (1H NMR), acetonide (1H NMR), TMS (EIMS). Biological activities (μg/mL): KB IC₅₀ >10, HCT-8IC₅₀ 6.6, Bel 7402IC₅₀ >10. Source: Goniothalamus gardneri, roots.

donnaienin A32 (reported as a pair of epimers) (C35H64O7, MW596)

28. donnaienin A
29. 34-epi-donnaienin A

Position 15 16 19 20 34

1H (δ) 3.41 m 3.77 m 3.77 m 3.41 m ---

13C (δ) 74.4 82.6 82.6 74.3 104.9

Position 15 16 19 20 34

1H (δ) 3.41 m 3.77 m 3.77 m 3.41 m ---

13C (δ) 74.4 82.6 82.6 74.3 105.2

White amorphous powder. Mp: 96–98°C. [α]D: −7.6° (c QO7, CHCl₃). UV (λmax, MeOH, nm): 205 (ε 6831). IR (νmax, film, cm⁻¹): 3390, 2920, 2850, 1762, 1467. MS: EIMS m/z 597, 579, 561, 543, 525, 379, 361, 343, 309, 291. NMR: ¹H NMR (500 MHz, CDCl₃), ¹³C NMR (125 MHz, CDCl₃). Derivatives: phenylhydrozone (¹H NMR), per-MTPA esters (¹H NMR), acetonide (¹H NMR), TMS (EIMS). Biological activities (μg/mL): KB IC₅₀ <1, HCT-8IC₅₀ <10. Source: Goniothalamus donnaiensis, roots.

donnaienin B32 (reported as an epimeric pair) (C35H64O8, MW612)

30. donnaienin B
31. Position 10 13 14 17 18 34
32. 1H (δ) 3.91 m 3.80 m 3.41 m 3.41 m 3.41 m ---
33. 13C (δ) 79.6 82.0 74.7 74.3 74.2 105.0
34. Position 10 13 14 17 18 34
35. 1H (δ) 3.91 m 3.80 m 3.41 m 3.41 m 3.41 m ---
36. 13C (δ) 79.4 82.0 74.7 74.3 74.2 105.2
31. 34-epi-donnaienin B
32. White amorphous powder. Mp: 70–72°C. [α]D: −19.0° (c Q.O.9, MeOH). UV (λmax, MeOH, nm): 208 (ε 6815). IR (νmax, film, cm⁻¹): 3395, 2923, 2852, 1752, 1465. MS: EIMS m/z 367, 349, 331, 313, 297, 279, 261. NMR: ¹H NMR (500MHz, CDCl₃), ¹³C NMR (125MHz, CDCl₃). Derivatives: phenylhydrazone (¹H NMR), per-MTPA esters (¹H NMR), acetonide (¹H NMR), TMS (EIMS). Biological activities (μg/mL): KB IC₅₀ 1Q Source: Goniothalamus donnaiensis, roots.
33. donnaienin C34 (reported as an epimeric pair) (C37H66O9, MW654)
32. donnaienin C