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. 2022 Jan 20;15:451–463. doi: 10.2147/JIR.S343263

Table 1.

NMR Data of the Novel Compounds IIIa-I

Compound No. 1HNMR 13CNMR
IIIa δ 2.41 (s, 3H, CH3), 4.71 (s, 1H, pyridine), 6.63–6.70 (m, 3H, 2NH, H-3\), 7.00–7.20 (m, 2H, H-4\, 5\), 7.30–7.63 (m, 2H, H-2\, 6\), 7.67–7.75 (m, 2H, H-4\, 2\), 11.56–11.75 (s, 3H, 3NH), 12.40 (s, 1H, OH). δ 21.4, 29.7, 78.6, 115.6, 120.2, 120.9, 122.0, 124.2, 125.2, 129.6, 131.4, 139.2, 145.4, 152.7, 153.3, 160.7, 163.1, 175.0.
IIIb δ 3.77 (s, 3H, OCH3), 5.29 (s, 1H, pyridine), 6.82–6.91 (m, 5H, H-3\, 3\, 5\, 2NH), 7.54–7.57 (m, 2H, H-6\, 4\), 7.80 (d, J = 8.4 Hz, 2H, H-2\, 6\), 11.58–11.62 (m, 3H, 3NH), 12.14 (s, 1H, OH). δ 29.4, 56.5, 90.5, 113.9, 115.8, 121.9, 123.9, 125.9, 125.8, 144.7, 145.5, 153.9, 161.8, 164.3, 166.9, 174.5.
IIIc δ 5.31 (s, 1H, pyridine), 6.68–6.89 (m, 4H, H-3\, 5\, 2NH), 7.11–7.21 (m, 2H, H-4\, 6\), 7.59 (s, 1H, H-6\), 7.83 (s,1H, H-2\), 11.49–11.90 (s, 3H, 3NH), 12.01 (s, 1H, OH). δ 29.7, 91.0, 115.8, 117.9, 121.2, 121.2, 122.3, 123.4, 125.4, 126.9, 145.1, 149.3, 153.36, 160.0, 162.8, 168.0, 173.0.
IIId δ 3.84 (s, 3H, OCH3), 3.86 (s, 3H, OCH3), 5.29 (s, 1H, pyridine), 6.82–6.85 (m, 4H, H-3\, 5\, 2NH), 7.11–7.16 (m, 2H, H-2\, 6\), 7.54–7.57 (m, 2H, H-6\, H-4\), 11.92–11.97 (m, 3H, 3NH), 12.03 (s, 1H, OH). δ 31.2, 55.9, 56.2, 90.5, 111.6, 115.6, 115.8, 115.9, 121.5, 123.9, 125.7, 145.2, 145.7, 146.7, 151.3, 154.0, 162.8, 166.5, 173.7.
IIIe δ 5.31 (s, 1H, pyridine CH), 6.61–6.67 (m, 3H, H-3\, 2NH), 6.87 (d, J = 8.4 Hz, 1H, H-5\), 7.65–7.71 (m, 2H, H-4\, H-6), 7.77 (s, 1H, H-6\), 7.96 (s,1H, H-2\), 11.52–11.88 (s, 3H, 3NH), 12.02 (s, 1H, OH). δ 29.7, 89.0, 115.8, 121.1, 121.8, 122.4, 125.5, 129.3, 135.3, 145.1, 153.3, 154.3, 160.6, 163.1, 173.0
IIIf δ 1.35 (t, J = 6.8 Hz, 3H, CH3), 3.36 (q, J = 6.8 Hz, 2H, CH2), 5.31 (s, 1H, pyridine), 6.63–6.89 (m, 3H, H-3\, 2NH), 7.65–7.68 (m, 2H, H-4\, 6\), 7.88 (d, J = 8.4 Hz, 2H, H-3\, 5\), 8.11 (d, J = 8.4 Hz, 2H, H-2\, 6\), 11.90–11.91 (s, 3H, 3NH), 12.06 (s, 1H, OH). δ, 14.6, 29.7, 61.4, 90.7, 115.8, 121.6, 122.6, 123.2, 125.7, 130.8, 131.0, 145.5, 153.3, 155.3, 160.5, 163.1, 165.7, 172.9.
IIIg δ, 5.30 (s, 1H, pyridine), 6.63–6.68 (m, 4H, H-3\, 4\, 2NH), 7.62–7.65 (m, 3H, H-6\, 3\, 5\), 7.73 (d, 1H, J = 8 Hz, H-2\, H-6), 11.92–12.01 (m, 3H, 3NH), 12.06 (s, 1H, OH). δ 29.7, 78.6, 115.7, 121.2, 123.8, 124.4, 125.6, 126.8, 132.8, 145.2, 151.5, 153.3, 159.8, 163.1, 175.0.
IIIh δ 1.33 (t, J = 7.2 Hz, 3H, CH3), 3.73 (s, 3H, OCH3), 3.74 (s, 3H, OCH3), 4.33 (q, J = 7.2 Hz, 2H, CH2), 4.75 (s, 1H, pyridine CH), 6.42–6.56 (m, 3H, H-3\, 2NH), 7.53 (s, 1H, H-6\), 8.12 (d, J = 8.4 Hz, 2H, H-3\, 5\), 8.13 (d, J = 8.4 Hz, 2H, H-2\, 6\), 10.37 (s, 1H, NH), 11.68 (s, 2H, 2NH). δ, 14.6, 19.0, 56.4, 56.5, 61.3, 85.7, 101.2, 115.6, 122.4, 125.2, 130.6, 130.9, 153.2, 156.6, 165.1, 167.3, 168.7, 174.9.
IIIi δ 5.35 (s, 1H, pyridine CH), 6.89–7.48 (m, 6H, H-3\,4\,3\, 4\, 2NH), 7.53–7.77 (m, 3H, H-6\, 3\,5\), 7.69 (d, 1H, J = 8 Hz, H-2\, 6\), 8.13–8.23 (m, 2H, H-2,6\), 11.92–12.01 (m, 3H, 3NH), 12.06 (s, 1H, OH). δ 29.7, 90.8, 115.8, 121.3, 122.8, 123.4, 123.8, 125.8, 126.21, 127.2, 134.3, 135.1, 145.5, 153.3, 154.0, 154.0, 160.1, 166.6, 166.8, 173.0.