Characterisation of two unique sesquiterpenoids from Trichoderma hypoxylon

Figures & data

Table 1. NMR spectroscopic data for 1–2 in methanol-d_4.

No.	1		2
	δC^a	δH (mult., J in Hz)^b	δC^a	δH (mult., J in Hz)^b
1	186.4	-	48.5	-
2	133.4	6.16 (s)	54.4	-
3	210.2	-	222,.3	-
4	50.5	2.13 (d 18.5), 2.67 (d 18.5)	75.5	4.60 (dd 9.5, 2.2)
5	52.2	-	39.1	2.03 (dd 14.5, 2.2), 3.20 (dd 14.6, 9.7)
6	50.2	-	142.2	-
7	37.4	1.98(m), 2.51 (m)	127.8	7.30 (d 8.1)
8	29.6	2.29(m), 2.43 (m)	129.8	7.17 (d 8.0)
9	165.2	-	137.0	-
10	127.8	5.93 (s)	129.8	7.17 (d 8.0)
11	203.0	-	127.8	7.30 (d 8.1)
12	67.7	3.55 (d 10.7), 3.75 (d 10.7)	22.7	0.67 (s)
13	24.3	1.13 (s)	18.9	1.17 (s)
14	25.7	1.39 (s)	27.0	1.39 (s)
15	24.0	1.98 (s)	20.9	2.32 (s)
1′			101.0	5.30 (d 3.7)
2′			73.6	3.43(dd 9.8, 3.8)
3′			74.8	3.66 (m)^c
4′			71.9	3.29 (m)
5′			74.6	3.66 (m)^c
6′			62.9	3.69 (d 6.1), 3.86 (d 10.6)

^aRecorded at 500 MHz. ^b Recorded at 125 MHz. ^cThese signals are overlapped.

Figure 1. Structures of trihypodione A (1), dunnianoside B (2), 3, 4 and 5.

Figure 2. Selected key ¹H-¹H COSY, HMBC and NOESY correlations of 1 and 2. the molecular models of 1 and 2 in minimal energy were obtained by conflex calculations in MMFF94s force field.

Figure 3. Experimental CD spectra of 1 and 2 in methanol and the calculated ECD spectra of 1a, 1b, 6a, and 6b. structures 1a, 1b, 6a, and 6b represent possible stereoisomers for 1 and 2, respectively.

Data availability statement

The data used to support the findings of this study are available from the corresponding author upon request.