Glepidotin-C

CAS Registry Number: 126026-25-3

Taxonomy: Physicochemical and Pharmacological Properties of Flavonoids – Dihydrostilbenes

Biological sources: Glycyrrhiza lepidota [1]

C₁₉H₂₂O₃: 298.3854

Mp: 112°C, colorless crystals

[α]_D + 2.64° (c 0113, MeOH)

UV: 262 (3.25), 268 (3.39), 273 (3.40), 284 (3.41); +HCl: 261 (3.44), 268 (3.50), 274 (3.53), 280 (3.51); +NaOH: 267 (3.59), 291 (3.66) [1]

CD (MeOH): 210 nm (Δε +3.24) [1]

IR: 3360, 3289, 2920, 2855, 1628, 1433, 1315, 1062, 902, 864, 819 [1]

EI-MS: 298 (3.9), 280 (4), 265 (4.1), 228 (36.8), 227 (66.4), 137 (23.2), 91 (100) [1]

HR-MS: 298.15769 (M⁺, 3.9) [1]

¹ H NMR (500 MHz, CDCl₃): 1.84 (3H, s, Me-3′a), 2.77 (3H, m, H-1′,5a), 2.87 (2H, m, H-1″a), 3.09 (1H, dd, J = 14.77, 2.05, H-1′), 4.33 (1H, br d, J = 8.4, H-2′), 4.87 (1H, br s, H-4′), 5.00 (1H, br s, H-4′), 6.30 (2H, s, H-2,6), 7.18 (3H, m, Ar-H), 7.27 (2H, m, Ar-H)

¹³ C NMR (125.75 MHz, CDCl₃): [1]

Table 1

2	110.5	C-1′	29.2	C-1″	141.8
3,1	155.5	2′	78.0	2″,3″,5″,6″	128.3, 128.4
4,6	108.8	3′