Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Flavanones and Flavanon-3-ols
Biological sources: Sophora exigua [1]
C21H28O7: 440.1835
Mp: amorphous powder
UV: 293 (4.1), 342sh (3.5) [1]
IR: 3420, 1635, 1600 [1]
CD (MeOH) Δε285−1.5: Δε309 + 0.9 [1]
HR-EI-MS [M]+ 440.1806 [1]
EI-MS: 440 (M+, 3), 422 (2), 317 (20) 299 (54), 191 (100), 165 (39), 139 (27), 126 (32) [1]
1 H NMR (acetone-d6), 1.50 (3H, br s, vinyl Me, H-6″), 1.62 (3H, br s, vinyl Me, H-7″), 1.65 (3H, br s, vinyl Me, H-10″), 2.07 (2H, m, CH2, H-3″), 2.50 (1H, dd, J = 17, 3, H-3 eq), 2.51 (1H, m, CH, H-2″), 2.57 (2H, m, CH2, H-1″), 3.88 (1H, dd, J = 17, 14, H-3ax), 4.55 (2H, br s, =CH2 H-9″), 5.03 (1H, t like m, CH = H-4″), 5.91 (1H, dd, J = 14, 3, H-2), 5.99 (1H, s, H-6), 6.04 (2H, s, H-3′,5′), 8.27 (1H, br s, OH), 8.37 (2H br s, 2OH), 9.44 (1H br s, OH), 12.25 (1H, s, OH-5) [1]
13 C NMR (acetone d6) [1]:
Table 1
C-2 |
73.7 |
C-1′ |
104.1 |
3″ |
32.4 |
3 |
41.2 |
2′ |
158.6 |
4″ |
124.5 |
4 |
199.1 |
3′ |
96.4 |
5″ |
131.6 |
5 |
163.1 |
4′ |
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References
M. Iinuma, J. Yokoyama, M. Ohyama, T. Tanaka, N. Ruangrungsi, Phytochemistry 35, 785 (1994)
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(2013). Exiguaflavanone–G. In: Azimova, S.S., Vinogradova, V.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0535-1_641
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