Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Dihydrophenantrenes
Biological sources: Glycyrrhiza uralensis [1]
C19H20O4: 312.3689
Mp: 170–173°C, needles
UV: 221 (4.26), 267 sh (3.72), 275 (3.79), 306 (3.81), 315 (3.79) [1]
EI-MS: 313 (M + 1)+ (21), 312 (M)+ (100), 257 (95), 6 (41), 255 (12), 239 (6), 227 (10) [1]
HR-MS: 312.1366 (M)+ [1]
1 H NMR (400 MHz, Me2CO-d6): 1.64 (3H, br s, Me-3′), 1.76 (3H, br d, J = 1, Me-3′), 2.54 (2H, m, H2-9), 2.65 (2H, m, H2-10), 3.35 (2H, br d, J = 7, H2-1′), 5.09 (1H, br t, J = 7, H2-2′), 6.43 (1H, s, H-3), 6,67 (1H, s, H-8), 7.90 (1H, s, H-5), 7.49, 7.55, 8.06, 8.11 (each 1H, br s, OH) [1]
13 C NMR (100 MHz, acetone-d6) [1]:
Table 1
C-1 |
117.86 |
C-5 |
116.53 |
C-10 |
27.31 |
2 |
154.46 |
6 |
143.40 |
10a |
139.95 |
3 |
102.56 |
7 |
143.28 |
1′ |
25.25 |
4 |
153.53 |
8 |
114.62 |
2′ |
125.07 |
4a |
115.46 |
8a |
130.47 |
3′ |
130.00 |
4b |
126.69 |
9 |
29.77 |
4′ |
17.98 |
5′ |
25.83 |
Pharm./Biol.: Inhibitory activity against Bacillus subtilis H17 [2].
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References
T. Fukai, Q.H. Wang, T. Nomura, Phytochemistry 30, 1245 (1991)
T. Fukai, B.S. Cai, K. Maruno, Y. Miyakawa, M. Konishi, T. Nomura, Phytochemistry 49, 2005 (1998)
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(2013). Gancaonin-V. In: Azimova, S.S., Vinogradova, V.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0535-1_1183
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