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Boussingoside A1

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – Akebonoic Acid

Biological source: Boussingaultia baselloides [1]

C35H52O9: 616.361

Mp: 213–215°C [1]

FAB-MS (negative ion mode) m/z: 615 [(M-H)], 440 ([M-H-175], 70) [1]

FAB-MS (positive ion mode) m/z: 683 ([M-2 H + 3Na)+, 80), 661 ([M-H + 2Na-162)+, 100), 507 ([M-2 H + 3Na-176)+, 40) [1]

1H NMR (298 MHz, J/Hz, C5D5N): 0.74, 0.91, 0.93, 1.25, 1.27 (s, CH3-25, 24, 26, 27, 23), 1.55 (m, H-9), 1.72 (m, Hβ-11), 1.80 (m, Hβ-2), 2.04 (m, Hα-11), 2.16 (m, Hα-2), 2.20 (m, Hβ-19), 2.58 (dd, J = 13.7, 13.7, Hα-19), 3.17 (dd, J = 13.7, 4.9, H-18), 3.34 (dd, J = 4.0, 11.9, H-3), 4.71, 4.76 (brs, H2-29), 5.43 (brs, H-12)

β-D-GlcUAp: 4.93 (d, J = 7.9, H-1), 4.05 (dd, J = 8.9, H-2), 4.28 (dd, J = 8.9, 8.9, H-3), 4.47 (dd, J = 8.9, 9.4, H-4), 4.55 (d, J = 9.4, H-5) [1]

13 C NMR (C 5D 5N): [ 1]

Table 1

C-1

39.5

C-16

23.5

GlcUA-1

106.9

2

26.3

17

46.9

2

75.2

References

  1. 1.
    A. Espada, J. Rodriguez, M.C. Villaverde, R. Riguera, Can. J. Chem. 68, 2039 (1990)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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