Taxonomy: Physicochemical and Pharmacological Properties of Triterpene Glycosides – Glycosides of Aglycones of Oleanene Type – Glycosides of Gymnemagenin
Biological sources: Gymnema sylvestre [1]
C43H68O14: 808.460
Mp: 212–213°C [1]
[α]D + 36.3° (c 1.5, MeOH) [1]
1 H NMR (400 MHz, J/Hz, C5D5N-D2O): 5.10 (dd, J = 10.0, 5.0, H-16), 5.68 (d, J = 10.5, H-21), 4.54 (d, J = 10.5, H-22), 3.70, 4.36 (d, J = 11.0, H2-23), 4.61, 5.02 (d, J = 11.0, H2-28)
2-Me-Bu: 0.98 (t, J = 7.0, CH3-4), 1.26 (d, J = 7.0, CH3-5), 1.54 (J = 7.0, H-2), 1.97 (s), 2.59 (J = 7.0)
β-D-GlcUAp: 5.27 (d, J = 8.0, H-1) [1]
13 C NMR (C5D5N):[1]
Table 1
C-2 |
26.1 |
GlcUA-1 |
106.3 |
CH3 CO |
170.9 |
 3 |
81.9 |
2 |
75.5 |
CH3CO |
20.7 |
 4 |
43.5 |
3 |
78.1 |
||
15 |
36.4 |
4 |
73.4 |
||
 16 |
67.5 |
5 |
78.0 |
||
 17 |
45.6 |
6 |
172.9 |
||
 20 |
36.4 |
2-Me-Bu-1 |
176.6 |
||
 21 |
78.4 |
2 |
42.1 |
||
 22 |
71.4 |
3 |
27.3 |
||
 23 |
64.3 |
4 |
12.1 |
||
 24 |
13.6 |
5 |
17.2 |
||
 28 |
62.3 |
Pharm./Biol.: Antisweet action [2]
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References
K. Yoshikawa, K. Amimoto, S. Arihara, K. Matsuura, Tetrahedron Lett. 30, 1103 (1989)
M. Maeda, T. Ywashita, Y. Kurihara, Tetrahedron Lett. 30, 1547 (1989)
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(2013). Gymnemic Acid II. In: Azimova, S.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0541-2_567
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