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Cayaponoside C5a

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Cucurbitane Type – 25-Hydroxy-fevicordin A

Biological source: Cayaponia tayuya [1]

C35H50O12: 662.330

Mp: 173–175°C [1]

[α]D26 − 40.4° (c 1.08, MeOH) [1]

UV λmaxMeOH nm (log ε): 206 (4.46), 223 (4.26), 280 (3.41) [1]

FAB-MSm/z: 661 [M-H], 499 [M-H-162], 385 [1]

HR-FAB-MSm/z: 685.3209 [M + Na]+ [1]

1H NMR (J/Hz): 6.67 (s, H-1), ca 2.66, 2.85 (m, H2-6), ca 1.95, 2.25 (m, H2-7), 2.13 (brd, J = 7, H-8), 2.65, 2.90 (d, J = 14, H2-12), 1.49 (brd, J = 13), 1.95 (m, H2-15), 4.46 (t, J = 8, H-16), 2.54 (d, J = 7, H-17), 0.95 (s, CH3-18), 1.31 (s, CH3-19), 1.37 (s, CH3-21), 6.79 (d, J = 16, H-23), 6.46 (d, 16, H-24), 1.30 (s, CH3-26), 1.30 (s, CH3-27), 2.09 (s, CH3-28), 1.01 (s, CH3-30)

β-D-Glcp: 4.57 (d, J = 7, H-1), 3.45–3.49 (H-2, 3, 4), 3.31 (m, H-5), 3.84 (dd, J = 4, 12, Ha-6), 3.95 (dd, J = 2, 12, Hb-6) [1]

13 C NMR: [ 1]

Table 1

C-1

114.3

C-16

72.6

Glc-1

106.1...

References

  1. 1.
    E. Himeno, T. Nagao, J. Honda, H. Okabe, N. Irino, T. Nakasumi, Chem. Pharm. Bull. 42(11), 2295 (1994)CrossRefGoogle Scholar

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