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. Author manuscript; available in PMC: 2017 Jan 24.
Published in final edited form as: J Nat Prod. 2016 Sep 1;79(9):2296–2303. doi: 10.1021/acs.jnatprod.6b00444

Table 1.

NMR Spectroscopic Data (400 MHz, Acetone-d6) for Flavanone 1

position δC, type δH (J in Hz) HMBCa
2 80.5, CH 5.38, dd (13.0, 2.8) 4, 1′, 2′/6′
44.9, CH2 2.96, dd (16.8, 13.0) 2, 4, 1′
2.72, dd (16.8, 2.8) 4, 10
4 191.1, C
5 108.7, CH 7.18, s 6, 7, 8d, 9, 10
6 140.4, C
OH-6 8.23,c s not observed
7 156.3, C
OH-7 8.49,c s not observed
8 117.1, C
9 152.0, C
10 114.0, C
1′ 131.8,b C
2′/6′ 128.8, CH 7.40, d (8.5) 2, 3′/5′, 4′, 6′/2′e
3′/5′ 116.1, CH 6.89, d (8.5) 1′, 4′, 5′/3′e, 2′/6′
4′ 158.5, C
OH-4′ 8.63,c s not observed
1″ 23.2, CH2 3.35, d (7.1) 7, 8, 9, 2″, 3″, 4″ d
2″ 123.2, CH 5.24, m 8, 1″, 3″-Me, 4″
3″ 131.9b, C
Me-3″ 18.0, CH3 1.64, s 2″, 3″, 4″
4″ 26.0, CH3 1.62, s 2″, 3″, 3″-Me
a

HMBC correlations, optimized for 8 Hz, are from proton(s) stated to the indicated carbon.

b,c

Assignments may be interchanged.

d

Indicates weak 4-bond correlation.

e

Indicates correlations to symmetric, equivalent carbons.