Genin of Bugbanoside A

C₃₀H₄₄O₆, M 500

Taxonomy: Cycloartane Triterpenoids

Cimicifuga simplex Wormsk. (Ranunculaceae) [1].

Mp 159–160°C (from MeOH), [α] ²³_D −41.1° (c 0.22, MeOH).

IR ${\rm \nu}_{\rm max}^{\rm KBr}$, cm⁻¹: 3600–3200.

Positive HRSIMS m/z: 501.3214 (M + H)⁺.

See Table 1

Table 1

δC(C 5 D 5 N)			δH (J/Hz)		δC (C 5 D 5 N)			δH (J/Hz)
26S		26R	26S	26R	26S		26R	26S	26R
C-1	72.36	72.36	3.95 s	3.95 s	C-16	73.45	73.50	4.69	4.69
2	38.95	38.98	2.23, 2.40	2.23, 2.40	17	57.23	57.18	1.59	1.59
3	72.73	72.73	4.42	4.42	18	22.99	22.99	1.27 s	1.28 s
4	40.52	40.52	–	–	19	28.28	28.30	0.73 d (4),	0.75 d (4),
5	36.23	36.23	2.23	2.23				1.23 d (4)	l.25 d (4)
6	21.84	21.84	1.76, 2.00	1.76, 2.00	20	26.28	26.40	1.86	1.86
7	113.40	113.51	5.13 dd	5.21 dd	21	20.49	20.45	0.96 d (6.5)	0.94 d (6.5)
			(7.9, 1.9)	(7.9, 1.9)	22	37.46	37.00	1.70, 2.22	1.70, 2.22
8	149.78	149.78	–	–	23	106.17	103.71	–	–
9	21.29	21.29	–	–	24	63.57	62.99	3.87 s	3.73 s
10	33.45	33.45	–	–	25	65.53	63.90	–	–
11	25.19	25.19	1.53, 2.96	1.53, 2.96	26	...