Thesis-Final 03 June 2011 pdf - Jacobs University

Results and discussion Chapter 3
Figure 103: 13 C-NMR spectrum of (1S,3R,4R,5R)-1,3-di-(acetylferuloyl) quinide
13 C-NMR was shows consistent signals as 1 H-NMR spectrum. The two methoxy
carbon found as overlapped on top each other as the 1 H-NMR spectrum of the title
compound. The two CH 2 carbons occurred at 36.44 and 36.54 ppm. These signals
were assigned to C-2 and C-6. Another two carbons occurred at 56.01 and 56.03 ppm
and were found that they were belongs to C-26 and C-27. The quinide moiety protons
were found at 64.22, 66.29 and 72.03 ppm and assigned to C-4, C-3 and C-5 carbons
due to crosspeaks at HMQC spectrum and 1 H 1 H -COSY spectrums. Another carbon
of quinide moiety found at 77.41 ppm and assigned to C-1 due to chemical shifts. The
four carbons of CH 2 groups which are part of the feruloyl moiety occurred at 116.88,
116.93, 141.93 and 141.95 ppm and these peaks were assigned to C-9, C-18, C-10 and
C-19 respectively. Another set of signals occurred at 111.49, 111.58, 121.58, 121.65,
123.42, 123.48, 133.08 and 133.59 ppm. These signals assigned to C-12, C-21, C-15,
C-24, C-16, C-25, C-11 and C-20. The last two pears of aromatic carbons occurred at
145.86, 146.30, 151.54 and 151.58 ppm. These protons were assigned to C-13, C-22,
C-14 and C-23. The four carbonyl carbons identified slightly in down field at 165.03,
165.20, 168.85, 170.58 and 177.40 ppm. Due to HMQC spectra and chemical shifts
these signals assigned to C-8, C-17, C-28, C-28, C-29 and C-7.
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