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Quinquenoside IV

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Dammarane Type – 3β,7β,12β,20(S)-Tetrahydroxy-dammar-5,24-diene

Biological source: Panax quinquefolium [1]

C54H90O24: 1122.582

Mp: 190–192°C [1]

[α]D28 + 39.1° (c 0.25, MeOH) [1]

IR (KBr) νmax cm−1: 3413, 1650, 1078 [1]

FAB-MS (negative ion mode) m/z: 1121 (M-H)-, 959 (M-C6H11O5) [1]

HR-FAB-MS (positive ion mode) m/z: 1145 (M + Na)+, 1167 (M + 2Na-H)+ [1]

1H NMR (500 MHz, J/Hz, C5D5N): 1.13, 1.16, 1.27, 1.41, 1.49, 1.61 (s, CH3-30, 19, 18, 29, 28, 26), 1.67 (s, CH3-21, 27), 2.08 (t-like, H-13), 3.33 (dd, J = 4.2, 11.3, H-3), 4.11 (m, H-12), 4.68 (d-like, H-7), 5.33 (t-like, H-24), 5.82 (d, J = 1.9, H-6)

β-D-Glcp: 4.85 (d, J = 7.4, H-1); β-D-Glcp′: 5.30 (d, J = 7.6, H-1); β-D-Glcp″: 5.12 (d, J = 7.6, H-1); β-D-Glcp″′: 5.06 (d, J = 7.6, H-1) [1]

13 C NMR (125 MHz, C 5D 5N): [ 1]

Table 1

C-1

39.7

C-18

10.8

Glc-1

104.9

Glc″-1

98.2

2

27.2

19

20.4

2

83.6

2

74.9

References

  1. 1.
    M. Yoshikawa, T. Murakami, K. Yashiro, J. Yamahara, H. Matsuda, R. Saijoh, O. Tanaka, Chem. Pharm. Bull. 46(4), 647 (1998)CrossRefGoogle Scholar

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