Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – 3β,16β,23,28-Tetrahydroxy-olean-18-ene
Biological source: Gymnema sylvestre [1]
C59H98O28: 1254.624
Mp: 201.3–203.2°C (aq. MeOH) [1]
[α] 26D − 8.9° (c 0.1, MeOH) [1]
IR (KBr) νmax cm−1: 3431, 1044 [1]
FAB-MS (negative ion mode) m/z: 1253.6167 (M-H)− [1]
FAB-MS (positive ion mode) m/z: 1277 (M + Na)+ [1]
1 H NMR (J/Hz, C5D5N): 0.76, 0.87, 0.96, 0.99, 1.06, 1.08 (s, CH3-27, 25, 24, 29, 30, 26), 1.72 (m), 2.34 (dd-like, H2-15), 1.92, 2.45 (m, H2-22), 2.55 (dd-like, H-13), 3.82 (m, H-16), 3.90 (m, H2-28), 4.15 (m, H2-23), 4.19 (m, H-3), 4.82 (d, J = 7.6, H-1 of Glc″), 4.86 (d, J = 7.9, H-1 of Glc), 4.92 (d, J = 7.3, H-1 of Xyl), 4.99 (d, J = 7.6, H-1 of Glc′), 5.00 (d, J = 7.9, H-1 of Glc″′), 5.25 (brs, H-19) [1]
13 C NMR (68 MHz, C5D5N): [1]
Table 1
C-1 |
39.0 |
C-16 |
75.9 |
Glc-1 |
104.9 |
Glc″-1 |
105.7 |
2 |
27.5 |
17 |
44.4 |
2 |
75.0 |
2 |
74.6 |
3 |
73.0 |
18 |
139.5 |
3 |
78.5 |
3 |
78.4 |
4 |
42.9 |
19 |
133.7... |
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References
M. Yoshikawa, T. Murakami, H. Matsuda, Chem. Pharm. Bull. 45(12), 2034 (1997)
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(2013). Gymnemoside-f. In: Azimova, S.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0541-2_836
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