Two New 3,4;9,10-seco-Cycloartane Type Triterpenoids from Illicium difengpi and Their Anti-Inflammatory Activities

Table 1

¹H-NMR (600 MHz) and ¹³C-NMR (150 MHz) data for compounds 1 and 2 (CDCl₃, 𝛿_H in ppm, 𝐽 in Hz).

Position	1		2
	𝛿C, mult.	𝛿H	𝛿C, mult.	𝛿H
1	31.5, CH2	2.33 (m, Hb-1); 1.77–1.84 (m, Ha-1)	31.5, CH2	2.30–2.36 (m, Hb-1); 1.70–1.76 (m, Ha-1)
2	29.6, CH2	2.41–2.48 (m, Ha-2); 2.41–2.48 (m, Hb-2)	29.6, CH2	2.42–2.48 (m, Ha-2); 2.42–2.48 (m, Hb-2)
3	177.3, qC	—	177.3, qC	—
4	146.6, qC	—	146.6, qC	—
5	54.8, CH	2.54 (d, 9.6, H-5)	54.8, CH	2.56 (d, 9.8, H-5)
6	31.4, CH2	1.65–1.70 (m, Ha-6); 1.82–1.89 (m, Hb-6)	31.4, CH2	1.61–1.67 (m, Ha-6); 1.82–1.89 (m, Hb-6)
7	30.5, CH2	1.46–1.51 (m, Ha-7); 1.79–1.83 (m, Hb-7)	30.5, CH2	1.41–1.46 (m, Ha-7); 1.72–1.77 (m, Hb-7)
8	48.4, CH	1.43 (dd, 3.2, 7.0, H-8)	48.4, CH	1.42–1.47 (m, H-8)
9	31.7, CH	1.90 (td, 7.4, 14.0, H-9)	31.7, CH	1.85–1.92 (m, H-9)
10	91.7, qC	—	91.7, qC	—
11	29.6, CH2	1.23 (m, Ha-11); 1.73 (m, Hb-11)	29.6, CH2	1.46 (m, Ha-11); 1.73 (m, Hb-11)
12	32.7, CH2	1.61–1.64 (m, Ha-12); 1.75–1.80 (m, Hb-12)	32.7, CH2	1.61–1.64 (m, Ha-12); 1.75–1.80 (m, Hb-12)
13	45.5, qC	—	45.5, qC	—
14	49.2, qC	—	49.2, qC	—
15	33.3, CH2	1.06–1.14 (m, Ha-15); 1.23–1.28 (m, Hb-15)	34.0, CH2	0.97–1.02 (m, Ha-15); 1.23–1.25 (m, Hb-15)
16	27.9, CH2	1.37–1.42 (m, Ha-16); 1.92–1.98 (m, Hb-16)	27.8, CH2	1.47 (m, Ha-16); 1.92–1.98 (m, Hb-16)
17	51.0, CH	1.49–1.53 (m, H-17)	50.9, CH	1.49–1.55 (m, H-17)
18	14.7, CH3	0.80 (s, H3-18)	14.7, CH3	0.80 (s, H3-18)
19	49.2, CH2	1.64–1.70 (m, Ha-19); 1.77–1.83 (m, Hb-19)	49.2, CH2	1.64–1.70 (m, Ha-19); 1.78–1.83 (m, Hb-19)
20	35.9, CH	1.37–1.47 (m, H-20)	36.4, CH	1.51–1.55 (m, H-20)
21	18.3, CH3	0.86 (d, 7.22, H3-21)	18.6, CH3	0.88 (d, 6.5, H3-21)
22	33.1, CH2	1.13–1.20 (m, Ha-22); 1.35–1.40 (m, Hb-22)	33.3, CH2	1.13–1.20 (m, Ha-22); 1.35–1.40 (m, Hb-22)
23	28.3, CH2	1.36 (m, Ha-23); 1.14–1.22 (m, Hb-23)	28.6, CH2	1.36 (m, Ha-23); 1.09–1.14 (m, Hb-23)
24	78.7, CH	3.31 (t, 6.2, H-24)	79.6, CH	3.27 (dd, 9.5, 1.6, H-24)
25	73.2, qC	—	73.2, qC	—
26	23.2, CH3	1.14 (s, H3-26)	23.2, CH3	1.15 (s, H3-26)
27	26.6, CH3	1.19 (s, H3-27)	26.5, CH3	1.21 (s, H3-27)
28	16.6, CH3	0.83 (s, H3-28)	16.7, CH3	0.84 (s, H3-28)
29	22.6, CH3	1.76 (s, H3-29)	22.6, CH3	1.77 (s, H3-29)
30	115.0, CH2	4.80 (s, Ha-30); 4.91 (s, Hb-30)	115.0, CH2	4.81 (s, Ha-30); 4.92 (s, Hb-30)