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Eupteleasaponin IV

Reference work entry

CAS Registry Number: 290809-32-4 Open image in new window

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

Biological source: Euptelea polyandra [1]

C57H90O24: 1158.582

Mp: 177–179°C [1]

[α]D28 + 14.6° (c 0.1, MeOH) [1]

IR (KBr) νmax cm−1: 3432, 1736, 1655, 1075 [1]

FAB-MS (negative ion mode) m/z: 1157 (M-H), 1025 (M-C5H9O4), 1011 (M-C6H11O4), 879 (M-C11H20O8) [1]

FAB-MS (positive ion mode) m/z: 1159 (M + H)+, 1181 (M + Na)+ [1]

1H NMR (500 MHz, J/Hz, C5D5N): 0.85, 0.98, 1.12, 1.23, 1.28 (s, CH3-25, 26, 24, 23, 27), 3.22 (dd-like, H-18), 3.32 (dd, J = 4.0, 11.6, H-3), 4.75, 4.80 (s, CH2-29), 5.48 (brs, H-12)

β-D-Xylp: 4.86 (d, J = 5.8, H-1)

β-D-Glcp: 5.00 (d, J = 7.6, H-1)

α-L-Rhap: 6.06 (brs, H-1), 1.64 (d, J = 6.2, CH3-6)

α-L-Rhap′: 5.80 (brs, H-1), 1.65 (d, J = 6.2, CH3-6)

α-L-Arap: 5.21 (d, J = 7.1, H-1) [1]

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

Table 1

C-1

39.1

C-16

23.9

Xyl-1

104.8

Rha-5

70.2

References

  1. 1.
    M. Yoshikawa, T. Murakami, H. Oominami, H. Matsuda, Chem. Pharm. Bull. 48(7), 1045 (2000)CrossRefGoogle Scholar

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© Springer Science+Business Media New York 2013

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