Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Chalcones
Biological sources: Glycyrrhiza glabra [1]
C21H22O5: 354.4065
Mp: yellow powder
[α] 24D −8.7° (c 0.23, CHCl3)
UV: 260 (3.83), 300 sh (3.87), 356 (4.16) [1]
IR: 3440, 1630, 1600, 1590 [1]
EI-MS: 354 (M+, 17), 323 (100), 121 (29) [1]
HR-EI MS: calcd for C21H22O5 (M+), 354.1468, found: 354.1461 [1]
1 H NMR (400 MHz, acetone-d6): 1.25 (3H, s, 4″ or 5″-H3), 1.28 (3H, d, 4″ or 5″-H3), 3.43 (1H, dd, J = 16.0, 10.0, Ha-1″), 3.44 (1H, dd, J = 16.0, 8.0, Hb-1″), 4.00 (3H, s, OCH3), 4.71 (1H, dd, J = 10.0, 8.0, H-2″), 6.53 (1H, d, J = 8.5, H-5), 6.96 (2H, d, J = 8.5, H-3′,5′), 7.70 (1H, d, J = 16.5, H-α), 7.71 (1H, d, J = 8.5, H-6), 8.04 (1H, d, J = 16.5, H-β), 8.06 (2H, d, J = 8.5, H-2′,6′) [1]
13 C NMR (100 MHz, acetone-d6): [1]
Table 1
CO- |
188.2 |
C-3 |
118.0 |
C-2′ |
131.5 |
C-1″ |
29.6 |
C-α |
120.0 |
4 |
165.3 |
3′ |
116.0 |
2″ |
91.2 |
β |
139.2 |
5 |
105.4 |
4′ |
162.4 |
3″ |
71.4 |
OCH3- |
60.0 |
6 |
129.8 |
5′ |
116.0 |
4″ |
25.4 |
C-1 |
120.4 |
1′ |
131.5 |
6′ |
131.5 |
5″ |
26.0 |
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References
W. Li, Y. Asada, T. Yoshikawa, Phytochemistry 55, 447 (2000)
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(2013). Licoagrochalcone-D. In: Azimova, S.S., Vinogradova, V.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0535-1_1107
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