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. Author manuscript; available in PMC: 2023 Dec 6.
Published in final edited form as: Planta Med. 2023 Mar 28;89(12):1178–1189. doi: 10.1055/a-2063-5481

Table 2.

1H NMR spectroscopic data (500MHz) for compounds 1–5, (δ in ppm).

Position 1* 2* 3 4 5
δH (mult, J in [Hz])(a) δH (mult, J in [Hz])(a) δH (mult, J in [Hz])(b) δH (mult, J in [Hz])(b) δH (mult, J in [Hz])(b)
1-OH 11.52 (s) 11.59 (s) 11.79 (s)
2 6.45 (dd, 8.4, 0.9) 6.43 (dd, 8.5, 1.0) 6.54 (d, 8.7)
3 7.38 (t, 8.3) 7.36 (t, 8.3) 7.36 (d, 8.8) 7.16 (d, 8.4) 7.38 (d, 8.5)
4 6.42 (dd, 8.3, 0.9) 6.43 (dd, 8.0, 1.0) 6.41 (d, 8.4) 6.44 (d, 8.5)
5 4.41 (d, 4.3) 4.41 (d, 4.3) 5.39 (brd, 1.3) 5.51 (d, 1.2) 5.54 (d, 1.5)
6 2.86 (m) 2.95 (m) 2.33 (m) 2.40 (m) 2.38 (m)
7 2.86 (brm) 2.24 (brm) 2.82 (dd, 18.0, 9.4) 2.21 (dd, 18.0, 5.1) 2.43 (m) 2.32 (m) 2.50–2.30 (m) 2.50–2.31 (m)
8-OH 14.08 (s) 14.06 (s) 14.03 (s)
8a 3.02 (d, 18.0) 2.98 (d, 17.5) 3.14 (d, 17.5) 3.03 (d, 17.5)
11 1.22 (d, 6.6) 1.24 (d, 7.0) 0.98 (d, 6.3) 1.04 (brd, 5.8) 1.04 (d, 5.9)
12 3.78 (s) 2.72 (d, 11.8) 3.18 (d, 11.8) 4.26 (d, 12.7) 4.14 (d, 12.7) 4.53 (d, 13.0) 4.28 (d, 13.1) 4.47 (d, 12.8) 4.16 (d, 12.8)
14 1.86 (s) 2.09 (s) 2.08 (s)
16 2.04 (s) 2.08 (s) 2.08 (s)
1′ 11.52 (s) 11.36 (s) 11.79 (s)
2′ 6.54 (d, 8.7) 6.55 (d, 8.6)
3′ 7.36 (d, 8.8) 7.30 (d, 8.5) 7.38 (d, 8.5)
4′ 6.44 (d, 8.5)
5′ 5.39 (brd, 1.3) 5.33 (d, 1.9) 5.54 (d, 1.5)
6′ 2.33 (m) 2.27 (m) 2.38 (m)
7′ 2.43 (m) 2.32 (m) 2.50–2.30 (m) 2.50–2.31 (m)
8′-OH 14.08 (s) 14.01 (s) 14.03 (s)
11′ 0.98 (d, 6.3) 0.97 (d, 6.5) 1.04 (d, 5.9)
12′ 4.26 (d, 12.7) 4.14 (d, 12.7) 4.52 (d, 12.5) 3.84 (d, 12.8) 4.47 (d, 12.8) 4.16 (d, 12.8)
14′ 1.86 (s) 1.77 (s) 2.08 (s)
16′ 2.04 (s) 2.05 (s) 2.08 (s)
*

Atom numbering according to compounds 3–5 for better comparison;

a

CD3OD,

b

CDCl3;

see Supporting Information for NMR spectra. Assignments were supported by 2D HSQC and HMBC experiments