522

Table 4. (Continued)

Mono-THF Acetogenins (Continued)

  1. 50. mosin C105 (C35H62O7, MW594) Mono-THF Acetogenins (Continued)

Position915161920
1H (δ)---3.42 m3.81 m3.81 m3.42 m
13C (δ)211.5074.3882.6682.6674.28
  1. White waxy solid. [α]D: -2.7circ (c 0.007, CH_{2}Cl_{2}). UV (λmax, MeOH, nm): 216 (log ε 3.56). MS: EIMS m/z 325, 307, 289, 225, 207. NMR: ^{1}H NMR (500MHz, CDCl_{3}), ^{13}C NMR (125 MHz, CDCl_{3}). Derivatives: per-MTPA esters (^{1}H NMR). Biological activities (μg/mL): BST LC_{50} 1.5 × 10^{-1}, A-549ED_{50} 6.0 × 10^{-1}, MCF-7 ED_{50} >1, HT-29ED_{50} >1, A-498ED_{50} >1, PC-3ED_{50} >1, PACA-2ED_{50} 1.2 × 10^{-4}. Source: Annona squamosa, bark stem.
  2. 51. cis-solamin*115 (C35H65O5, MW564)

Position 15 16 19 20

1H (δ) 3.41 m 3.81 m 3.81 m 3.41 m13C (δ) 74.3 82.8 82.8 74.3

White powder. Mp: 63–66°C. [α]D: +22° (c O.55, MeOH). UV (λmax, MeOH, nm): 217.2 (log ε 3.61). IR (νmax, film, cm⁻¹): 3420, 2916, 2840, 1759, 1471, 1321, 1114, 1080, 1033, 962, 845, 751, 717. MS: EIMS m/z 347, 295, 251, 199, 111, 97. NMR: ¹H NMR (400 MHz, CDCl₃), ¹³C NMR (50 MHz, CDCl₃). Source: Annona muricata, roots.

  1. 52. cis-panatellin*115 (C35H65O5, MW564)

Position 13 14 17 18

1H (δ) 3.41 m 3.81 m 3.81 m 3.41 m13C (δ) 74.3 82.7 82.7 74.3

  1. White powder. Mp: 62–64 °C. [α]D: +20° (c 0.60, MeOH). UV (λmax, MeOH, nm): 219.6 (log ε 3.65). IR (νmax, film, cm⁻¹): 3420, 2917, 2841, 1760, 1471, 1324, 1120, 1078, 1033, 963, 753. MS: EIMS m/z 319, 297, 279, 267, 249, 227, 111, 97. NMR: ¹H NMR (400 MHz, CDCl₃), ¹³C NMR (50 MHz, CDCl₃). Source: Annona muricata, roots. 53. cis-uvarimicin IV*115 (C₃₇H₆₉O₅, MW592)

Position 13 14 17 18

1H (δ) 3.41 m 3.82 m 3.82 m 3.41 m13C (δ) 74.3 82.7 82.7 74.3

White powder. Mp: 60–62°C. [α]D: +20° (c 0.15, MeOH). UV (λmax, MeOH, nm): 221.3 (log ε 3.58). IR (νmax, film, cm⁻¹): 3422 2916 2839 1762 1473 1325 1124 1077 1034 965 748 MS: FIMS (m/z) 337 325 319 267 255

  1. cm-1): 3422, 2916, 2839, 1762, 1473, 1325, 1124, 1077, 1034, 965, 748. MS: EIMS (m/z) 337, 325, 319, 267, 255, 249, 111, 97. NMR: 1H NMR (400 MHz, CDCl 3), 13C NMR (50 MHz, CDCl 3). Source: Annona muricata, roots. 54. cis-uvarimicin I*115 (C37H69O5, MW592)

Position 15 16 19 20

Position 15 16 19 20 1H (δ) 3.41 m 3.81 m 3.81 m 3.41 m 13C (δ) 74.3 82.7 82.7 74.3

White powder. Mp: 60–62°C. [α]D: +18° (c O.4O, MeOH). UV (λmax, MeOH, nm): 220.8 (log ε 3.63). IR (νmax, film, cm⁻¹): 3423, 2916, 2840, 1760, 1474, 1325, 1120, 1073, 1032, 968, 742, 717. MS: EIMS m/z 347, 297, 295, 227, 111, 97. NMR: ¹H NMR (400MHz, CDCl₃), ¹³C NMR (50MHz, CDCl₃). Source: Annona muricata, roots.