Phaseollidin

Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Pterocarpans

Biological sources: Sophora moorcroftiana [1]

C₂₀H₂₀O₄: 324.3559

Mp: 67–69°C, yellow powder

[α] ²²_D −220° (c 1.0, MeOH)

UV: 280 (4.01), 310 sh ( 3.27) [1]

IR: 3350, 1625, 1600 [1]

MS: 324 (M⁺) (100), 323 (6), 322 (4), 309 (2), 281 (5), 269 (41), 269 (86), 267 (18), 251 (2), 239 (2), 225 (2), 162 (2), 147 (10), 134 (8) [2]

¹ H NMR (acetone-d₆): 1.61; 1.73 (each 3H, s, 2Me), 3.26 (2H, br d, J = 7.0, Ar-CH₂-CH=), 3.54 (1H, m, H-6a), 3.57 (1H, dd, J = 10.8, 10.5, H-6ax), 4.24 (1H, m, H-6 eq), 5.27 (1H, br t, J = 7.0, CH₂-CH = C), 5.46 (1H, d, J = 6.6, H-11a), 6.36 (1H, d, J = 2.6, H-4), 6.39 (1H, d, J = 7.7, H-8), 6.56 (1H, dd, J = 8.4, 2.6, H-2), 6.95 (1H, d, J = 7.7, H-7), 7.34 (1H, d, J = 8.4, H-1), 8.4 (2H, br s, 2OH) [1]

¹³ C NMR (100 MHz, CDCl₃) [2]:

Table 1

C-1	132.4	C-7	121.6
2	110.0	8	108.2
3	158.5	9	156.5
4	103.7	10	110.9
4a	157.4	10a	155.5
6	66.6	11a	78.2
6a	40.1	11b	112.6
6b	118.7	prenyl	23.1,...