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. 2019 Jul 5;4(7):11737–11748. doi: 10.1021/acsomega.9b01376

Table 1. Comparison of NMR Spectroscopic Data for Natural and Synthetic Juglomycin Z (7), Bhimamycin E (30), and 2-Methyl-3-acetoxy-5-methoxy-1,4-naphthoquinone (31).

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  natural 7b
synthetic 7c
  30d
31e
positiona δC δH δC δH positiona δC δH δC δH
1′ 182.2   184.8   1 183.1   185.0  
2′ or 3′ 148.4   145.9   2 153.7   133.5  
3′ or 2′ 149.6   144.2   3 119.9   151.9  
3′-Me 18.5 2.67 12.7 2.26 COMe 30.1 2.34 20.4 2.06
4′ 186.6   190.6   4 184.3   176.6  
a

Carbon atoms have been labeled using the IUPAC numbering system.

b

1H NMR (200 MHz, CDCl3/CD3OD) and 13C NMR (50.3 MHz, CDCl3).8

c

1H NMR (400 MHz, CDCl3/CD3OD = 9/1, TMS) and 13C NMR (100 MHz, CDCl3).

d

1H NMR (300 MHz, CDCl3) and 13C NMR (75.5 MHz, CDCl3).27

e

1H NMR (500 MHz, CDCl3) and 13C NMR (125 MHz, CDCl3, TMS).28