Table 4. (Continued)

Mono-THF Acetogenins (Continued)

  1. 21. glabracin B25 (C35H64O7, MW596) Mono-THF Acetogenins (Continued)

Position 12 15 16 19 20 1H (δ) 3.63 m 3.44 m 3.80 m 3.80 m 3.80 m 13C (δ) 71.66 74.57 83.06 82.19 71.56

  1. Whitish waxy solid. [α]D: +4.8° (CHCl_{3}). UV (λmax, MeOH, nm): 221 (log ε 3.65). IR (νmax, film, cm^{-1}): 3423, 2921, 2850, 1736, 1543, 1452, 1318, 1275, 1120, 1066. MS: EIMS m/z 397, 379, 343, 327, 309, 291, 273, 269, 251, 233, 199, 141. NMR: 1H NMR (500 MHz, CDCl_{3}), 13C NMR (125 MHz, CDCl_{3}). Derivatives: per-MTPA esters (^{1}H NMR). Biological activities (μg/mL): BST LC50 2.7 × 10^{-1}, A-549 ED50 1.3, MCF-7 ED50 5.2 × 10^{-2}, HT-29 ED50 8.7 × 10^{-2}, A-498 ED50 2.6, PC-3 ED50 5.6 × 10^{-2}, PACA-2 ED50 1.5 × 10^{-2}. Source: Annona glabra, leaves. 22. coriaheptocin A*40 (C25H64O10 MW644) 22. coriaheptocin A*40 (C35H64O10, MW644)
  2. 22. coriaheptocin A*40(C35H64O10, MW644)

Position 7 8 11 12 14 16 19 20

1H (δ) 3.74 m 3.90 m 3.88 m 3.45 m 3.86 m 3.87 m 3.75 m 3.80 m13C (δ) 71.0 82.2 83.0 74.0 68.0 67.7 71.6 71.0

  1. White waxy solid. [α]D: +19° (c 1.08, CHCl_{3}). UV (λmax, MeOH, nm): 208.8 (log ε 4.6). NMR: 1H NMR (400 MHz, CDCl_{3}), 13C NMR (50 MHz, CDCl_{3}). Derivatives: peracetate (1H NMR), acetonide (1H NMR). Source: Annona coriacea, roots. 23. coriaheptocin B*40 (C25H64O10 MW/644)

Position 7 8 11 12 14 16 19 20

13C (δ) 74.3 82.9 82.5 74.3 67.8 67.4 71.3 70.9

  1. White waxy solid. [α]D: +25° (c 1.00, CHCl_{3}). UV (λmax, MeOH, nm): 207.2 (log ε 4.0). NMR: 1H NMR (400MHz, CDCl_{3}), 13C NMR (50MHz, CDCl_{3}). Derivatives: peracetate (1H NMR), acetonide (1H NMR). Source: Annona coriacea, roots. 24. coriacyclodienin111 (C37H64O7, MW572)

Position 10 13 14 17 18 21 22

1H (δ) 3.86 m 3.78 td 3.38 m 5.40 m 5.40 m 5.40 m 5.40 m

79.2 81.8 73.5 130.4 129.5 129.8 129.0

White oil. [α]D: +8.0° (c 1.2, CHCl₃). UV (λmax, MeOH, nm): 208 (log ε 3.87). IR (νmax, film, cm⁻¹): 3522, 2929, 2856, 17621076. MS: EIMS m/z 363, 295, 277, 265, 247, 223. NMR: ¹H NMR (400MHz, CDCl₃), ¹³C NMR (50MHz, CDCl₃). Derivatives: per-MTPA esters (¹H NMR). Source: Annona coriacea roots.

Derivatives: per-MTPA esters (1H NMR). Source: Annona coriacea, roots. 25. coriacycloenin111 (C35H62O4, MW546)

  1. 25. coriacycloenin111 (C35H62O4, MW546)

Position 10 13 14 17 18

1H (δ) 3.87 m 3.78 td 3.38 m 5.35 m 5.38 m

13C (δ) 79.2 81.8 73.6 130.6 129.0

White waxy solid. [α]D: +6.0° (c O.5, CHCl_{3}). UV (λmax, MeOH, nm): 207 (log ε 3.40). IR (νmax, film, cm^{-1}): 3488, 2929, 2856, 1761, 1465, 1075. MS: EIMS m/z 295, 277, 265, 247, 223. NMR: ^1H NMR (400MHz, CDCl_{3}), ^13C NMR (50MHz, CDCl_{3}).

Derivatives: per-MTPA esters (^{1}H NMR). Source: Annona coriacea, roots.

gardnerinin35 (reported as a pair of epimers) (C35H64O9, MW628)