Cumingianoside I

Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Miscellaneous Glycosides – 3α,7α,23(R),24(S)-Pentahydroxy-14,18-cycloapotirucallan

Biological source: Dysoxylum cumingianum [1]

C₄₀H₆₆O₁₂: 738.455

[α] ²⁵_D −33.5° (c 0.20, CHCl₃) [1]

FAB-MS (positive ion mode) m/z: 761 (M + Na)⁺ [1]

FAB-MS m/z: 737 [M-H]⁻ [1]

¹ H NMR (400 MHz, J/Hz, C₅D₅N-D₂O): 4.88 (brs, H-3), 2.32 (brd, J = 12.0, H-5), 4.10 (brs, H-7), 0.56, 0.70 (d, J = 6.0, 6.0, H₂-18), 0.88 (s, CH₃-19), 1.10 (d, J = 6.0, CH₃-21), 4.52 (brt, J = 6.5, H-23), 3.58 (brs, H-24), 1.59 (s, CH₃-26), 1.63 (s, CH₃-27), 1.04 (s, CH₃-28), 0.85 (s, CH₃-29), 1.04 (s, CH₃-30)

β-D-Glcp: 4.82 (d, J = 8.0, H-1), 3.93 (dd, 8.0, J = 9.0, H-2), 5.76 (t, J = 9.0, H-3), 4.14 (t, J = 9.0, H-4), 3.98 (m, H-5), 4.30 (dd, J = 5.5, 11.5, H-6), 4.49 (dd, J = 2.5, 11.5, H-6) Acetyl: 1.89 (s), Acetyl′: 2.08 (s) [1]

¹³ C NMR (100 MHz, C₅D₅N-D₂O): [1]

Table 1

C-1	34.4	C-16	26.4	Glc-1	99.9
2	23.4	17	53.4	2	73.1
3	78.1	18	17.3	3	79.9