Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Flavanones and Flavanon-3-ols
Biological sources: Ehinosophora koreensis [1]
C20H20O6: 356.1259
Mp: yellow oil
UV: 293, 335sh; +NaOMe: 296, 420; +AlCl3: 281, 317, 383; +AlCl3 + HCl: 282, 316, 385; +NaOAc-293, 335sh; +NaOAc + H3BO3: 293, 335sh [1]
HR-MS: 356.1276 [1]
EI-MS: 356 (41), 338 (91), 295 (22), 283 (33), 221 (49), 192 (20), 165 (100), 136 (26) [1]
1 H NMR (acetone-d6): 1.32; 1.33 (each 3H, s, 2Me), 1.80 (2H, m, H-5″), 2.57 (2H, m, H-4″), 2.77 (1H, dd, J = 17, 3, H-3eq), 3.14 (1H, dd, J = 17, 13, H-3ax), 5.72 (1H, dd, J = 13, 3, H-2), 5.83 (1H, s, H-6), 6.44 (1H, dd, J = 8, 2, H-5′), 6.48 (1H, d, J = 2, H-3′), 7.35 (1H, d, J = 8, H-6′), 8.45, 8.70 (each 1H, br s, OH), 11.91 (1H, s, OH-5) [1]
13 C NMR (acetone-d6) [1]:
Table 1
C-2 |
75.5 |
C-1′ |
117.6 |
C-4″ |
16.9 |
3 |
42.5 |
2′ |
156.3 |
5″ |
32.4 |
4 |
198.0 |
3′,10 |
103.5 |
6″ |
76.4 |
5,9 |
162.4 |
4′ |
159.5 |
Me |
26.5, 27.3 |
6 |
97.4 |
5′ |
107.9 |
||
7 |
163.4 |
6′ |
128.7 |
||
8 |
101.5 |
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References
M. Iinuma, M. Ohyama, T. Tanaka, M. Mizuno, S.K. Hong, Phytochemistry 33, 1241 (1993)
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(2013). Kenusanone-J. In: Azimova, S.S., Vinogradova, V.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0535-1_570
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