New sesquiterpene coumarins from the roots of Ferula flabelliloba

Figures & data

Figure 1.  Chemical structures of new compounds (1-3) isolated from Ferula flabelliloba.

Table 1.  ¹H NMR (500 MHz) and ¹³C NMR (125 MHz) data for compounds 1-3 (CDCl₃)^a.

Position	1		2		3
	δH	δC	δH	δC	δH	δC
2	–	161.2	–	161.3	–	161.3
3	6.23 d (9.5)	113	6.22 d (9.6)	113	6.22 d (9.6)	113
4	7.61 d (9.5)	143.4	7.62 d (9.6)	143.5	7.61 d (9.6)	143.4
5	7.34 d (8.5)	128.7	7.35 d (8.5)	128.7	7.34 d (8.5)	128.7
6	6.82 dd (8.5, 2.5)	113.2	6.82 dd (8.5, 2.3)	113.2	6.82 dd (8.5, 2.3)	113.2
7	–	162	–	162.1	–	162.2
8	6.78 d (2.5)	101.6	6.83 d (2.3)	101.6	6.83 d (2.3)	101.6
9	–	155.8	–	155.9	–	155.9
10	–	112.4	–	112.5	–	112.5
1’	2.44 dd (9.9, 4.5)	30.6	1.96 m α^b	31.3	2.01 m	29.8
			2.26 m β^b
2’	2.28 dt (14.1, 4.5) α	37.6	1.55 m	28.6	1.73 m	23.7
	2.6 dt (14.5, 9.8) β		1.79 m
3’	–	215.0	4.62 dd (8.7, 4.1)	78.4	4.73 dd (9.4, 3.3)	78.1
4’	–	49	–	39.2	–	38.9
5’	2.11 dd (12, 4)	55.9	1.68 m	51.5	–	134.9
6’	–	144.7	–	146.6	–	127
7’	1.65 m	25.4	1.75 m	23.5	2.11 m	27.3
8’	1.83 m α 1.97mβ	37.3	1.87 m α	38.2	2.08 brd (10.5)	39.9
			2.14 m β		2.12 brd (10.5)
9’	–	141.9	–	142.7	–	142.9
10’	5.40 t (6.5)	118.7	5.42 brt (6.5)	118.5	5.48 brt (6.5)	118
11’	4.56 d (6.5)	65.3	4.59 d (6.5)	65.4	4.59 d (6.5)	65.5
12’	1.7 s	16.8	1.74 s	16.8	1.78 s	16.9
13’	1.16 s	21.3	0.78 s	18	0.99 s^b	22.3
14’	1.02 s	27.1	0.92 s	26.2	1 s^b	26
15’	4.8 brs 5 brs	113.4	4.59 s 4.87 s	109.5	1.61 s	19.6
16’	–	–	–	170.6	–	171
17’	–	–	2.03 s	21.3	2.04 s	21.3

^aJ values are in parentheses and reported in Hz; assignments were confirmed by ¹H-¹H COSY, HMQC, HMBC and NOESY experiments.

^bSignals may be exchanged.