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Glycoside L-E2

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Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Ursene Type – Ursolic Acid

Biological source: Scheffleropsis angkae [1], Ilex paraguariensis [2], Patrinia scabiosaefolia [3]

C41H66O12: 750.455

Mp: 274–277°C (MeOH)

[α]D + 27.2° (c 1.89, C5H5N) [3]

IR (KBr) νmax cm−1: 3410, 2920, 1690, 1075 [3]

1H NMR (500 MHz, J/Hz, C5D5N): 0.85, 0.99, 1.04, 1.28, 1.34 (s, CH3 × 5), 0.97, 1.01(d, J = 6.2, CH3 × 2), 2.67 (d, J = 10.5, H-18), 3.39 (dd, J = 11.5, 4.3, H-3), 5.49 (m, H-12)

α-L-Arap: 4.68 (d, J = 6.0, H-1), 4.41 (dd, J = 9.0, H-2), 4.12 (dd, J = 3.5, H-3), 4.38 (m, H-4), 4.16 (dd, J = 2, Ha-5), 3.69 (d, J = 11.5, Hb-5)

β-D-Glcp: 5.15 (d, J = 8.0, H-1), 3.91 (t, J = 8.5, H-2), 4.07 (t, J = 9.0, H-3), 4.00 (t, J = 9.0, H-4), 3.84 (m, H-5), 4.18 (dd, J = 5.5, Ha-6), 4.36 (dd, J = 3.0, 11.5, Hb-6) [3]

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

Table 1

C-1

39.0

C-11

23.6

C-21

31.1

Ara-1

107.0

2

26.6

12

125.6

22

37.4

2

71.6

References

  1. 1.
    A.S. Stolyarenko, V.I. Grishkovets, A.S. Shashkov, V.Ya. Chirva, Chem. Nat. Comp. 36(3), 295 (2000)CrossRefGoogle Scholar
  2. 2.
    E.P. Schenkel, J.A. Montanha, G. Gosmann, Saponin Used in Food and Agriculture (Plenum, New York, 1996), p. 47CrossRefGoogle Scholar
  3. 3.
    T. Nakanishi, K. Tanaka, H. Murata, M. Somekawa, A. Inada, Chem. Pharm. Bull. 41(1), 183 (1993)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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