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. Author manuscript; available in PMC: 2024 Feb 24.
Published in final edited form as: J Nat Prod. 2023 Feb 6;86(2):256–263. doi: 10.1021/acs.jnatprod.2c00836

Table 2.

The 1H and 13C NMR Data of 3–5a,b

position 3
4
5
δH (J in Hz) δ C δH (J in Hz) δ C δH (J in Hz) δ C
1a 3.9359, dd (−10.44, 2.87) 74.50 4.3916, ddd (−12.30, 6.09, 0.75) 66.12 4.3936, dddd (−12.48, 5.69, 0.91, 0.12) 65.93
1b 3.4423, dd (−10.44, 9.09) 4.2914, ddd (−12.30, 7.36, 0.62) 4.3460, dddd (−12.48, 7.40, 0.59, 0.46)
2 4.1903, ddddd (9.09, 2.87, −1.00, −0.34, 0.21) 77.21 5.6788, dddd (7.36, 6.09, −1.30, −1.12) 122.50 5.5768, dddd (7.40, 5.69, −1.37, −0.59) 125.97
3 134.89 141.27 139.69
4 5.4552, dddd (7.24, 7.20, −1.34, −1.00) 127.28 4.3827, ddd (7.70, 6.58, −1.12) 84.53 3.5127, dddddd (6.97, 6.91, 0.46, −0.37, −0.37, 0.12) 88.33
5a 2.7378, ddddddd (−15.41, 7.24, 7.20, 1.17, 0.58, 0.43, 0.21) 27.56 2.0918, dddd (−12.78, 6.78, 6.58, 6.37) 32.10 2.2810, ddddd (−14.70, 6.97, 6.91, 1.30, 0.82) 33.46
5b 2.7296, ddddd (−15.41, 7.24, 7.19, 0.97, 0.23) 1.8185, dddd (−12.78, 9.97, 7.70, 5.59) 2.1710, dddd (−14.70, 7.20, 6.97, 1.10)
6a 5.1028, dddd (7.24, 7.19, −1.51, −1.37) 123.58 1.8056, ddd (−13.65, 9.97, 6.37) 39.45 5.0684, ddddd (7.20, 6.97, −1.52, −1.34, −0.37) 121.38
6b 1.8132, ddd (−13.65, 6.78, 5.59)
7 132.71 82.78 134.02
8 1.6823, ddd (−1.51, 1.17, 0.97) 25.81 1.2859, s 28.95 1.6803, dddd (−1.34, 1.30, 1.10, −0.20) 25.97
9 1.6358, ddd (−1.37, 0.58, 0.23) 17.76 1.2639, s 28.30 1.6042, ddd (−1.52, 0.82, −0.20) 17.98
10 1.6549, ddd (−1.34, 0.43, −0.34) 12.64 1.6666, ddd (−1.30, 0.75, 0.62) 12.25 1.6039, dddd (−1.37, 0.91, 0.59, −0.37) 11.14
1′ 4.2856, d (7.77) 104.76 4.2919, d (7.90) 103.00 4.3012, d (7.90) 102.94
2′ 3.2208, dd (9.33, 7.77) 75.25 3.1769, dd (9.31, 7.90) 75.05 3.1964, dd (9.35, 7.90) 75.02
3′ 3.3666, dd (9.33, 8.77) 77.82 3.3431, dd (9.31, 8.35) 78.10 3.3359, dd (9.35, 8.59)  78.15
4′ 3.2808, dd (9.03, 8.77) 71.59 3.2804, dd (9.32, 8.35) 71.66 3.2880, dd (9.39, 8.59) 71.64
5′ 3.2714, ddd (9.03, 5.96, 2.37) 78.00 3.2467, ddd (9.32, 5.38, 1.94) 78.00 3.2393, ddd (9.39, 5.36, 2.15) 78.07
6′a 3.8650, dd (−11.88, 2.37) 62.69 3.8674, dd (−11.92, 1.94) 62.78 3.8743, dd (−11.92, 2.15) 62.75
6′b 3.6596, dd (−11.88, 5.96) 3.6667, dd (−11.92, 5.38) 3.6737, dd (−11.92, 5.36)
OMe 3.1950, s 56.40
a

The 1H and 13C NMR data were acquired in methanol-d4 at 400 and 100 MHz, respectively.

b

The δH (in ppm) and J (in Hz) values were determined by QM-HifSA analysis.