13C-NMR (75 MHz, DMSO-303.10 (100%). (2k). d J = 8.00 Hz, Ar-H), 7.65 (2H, d = 8.04 Hz, Ar-H), 8.38 (1H, d = 9.05 Hz, pyridine-H), 8.53 (1H, s, N=CH), 11.62 (1H, s, NH). 13C-NMR (75 MHz, DMSO-301. (2e). Produce: 80%, Melting stage: 175 C, 1H-NMR (300 MHz, DMSO-= 9.03 Hz, pyridine-H), 7.05 (2H, d J = 8.72 Hz, Ar-H), 7.70 (2H, d = 8.72 Hz, Ar-H), 8.35 (1H, d J = 9.07 Hz, pyridine-H), 8.52 (1H, s, N=CH), 11.60 (1H, s, NH). 13C-NMR (75 MHz, DMSO-318.12 (100%). (2f). Produce: 90%, Melting stage: 281 C, 1H-NMR (300 MHz, DMSO-= 9.02 Hz, pyridine-H), 7.33 (2H, t = 8.85 Hz, Ar-H), 7.70 (2H, t = 8.85 Hz, Ar-H), 8.38 (1H, d = 9.03 Hz, pyridine-H), 8.60 (1H, s, N=CH), 11.67 (1H, s, NH). 13C-NMR (75 MHz, DMSO-332. (2g). Produce: 83%, Melting stage: 267 C, 1H-NMR (300 MHz, DMSO-= 9.17 Hz, pyridine-H), 7.90 (2H, d = 8.66 Hz, Ar-H), 7.94 (2H, d = 8.36 Hz, Ar-H), 8.40 (1H, d = 9.04 Hz, pyridine-H), 8.65 (1H, s, N=CH), 11.80 (1H, s, NH). 13C-NMR (75 MHz, DMSO-312. (2h). Produce: 89%, Melting stage: 192 C, 1H-NMR (300 MHz, DMSO-= 9.06 Hz, pyridine-H), 6.79 (2H, d = 8.83 Hz, Ar-H), 7.59 (2H, d = 8.79 Hz, Ar-H), 8.35 (1H, d = 9.02 Hz, pyridine-H), 8.42 (1H, s, N=CH), 11.52 (1H, s, NH). 13C-NMR (75 MHz, DMSO-330. (2i). Produce: 85%, Melting stage: 165 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 7.81 (2H, d = 8.80 Hz, Ar-H), 7.93 (2H, d = 8.00 Hz, Ar-H), 8.36 (1H, d J = 9.20 Hz, pyridine-H), 8.64 (1H, s, N=CH), 10.91 and 11.71 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-355.10. (2j). Produce: 80%, Melting stage: 158 C, 1H-NMR (300 MHz, DMSO-= 8.80 Hz, pyridine-H), 6.83 (2H, d = 8.80 Hz, NBMPR Ar-H), 7.56 (2H, d = 8.40 Hz, Ar-H), 8.31 (1H, d = 8.80 Hz, pyridine-H), 8.41 (1H, s, N=CH), 9.84 (1H, br, OH), 10.89 and 11.56 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-303.10 (100%). (2k). Produce: 78%, Melting stage: 163 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 6.45 (1H, m, pyridine-H), 6.94 (1H, br, pyrrole-H), 8.30 and 8.36 (1H, d d = 8.80 Hz and 9.20 Hz, pyridine-H), 8.45 (1H, s, N=CH), 10.89 and 11.44 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-290.12 (100%). (2l). Produce: 77%, Melting stage: 155 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, NBMPR pyridine-H), 6.77 (1H, br, furan-H), 7.08 (1H, d = 3.6 Hz, furan-H), 7.59 (1H, s, furan-H), 8.07 (1H, s, N=CH), 8.38 (1H, d = 8.80 Hz, pyridine-H), 12.86 (1H, s, NH). 13C-NMR (75 MHz, DMSO-277.09 (100%). (2m). Produce: 77%, Melting stage: 152 C, 1H-NMR (300 MHz, DMSO-= 8.8 Hz, = 9.2 Hz pyridine-H), 7.12 (1H, t, thiophene-H), 7.39 (1H, d = 3.2 Hz, thiophene-H), 7.62 (1H, d = 5.2 Hz, thiophene-H) 8.33 and 8.38 (1H, dd = 8.8 Hz, J = 9.2 Hz, pyridine-H), 8.75 (1H, s, N=CH), 10.85 and 11.59 (1H, d s, NH). IR (cm?1): potential 3345, 3312 (N-H stretching out), 1656C1435 (C=N and C=C stretching out), 1222C1000 (C-O). MS [M + 1]+: 293.06 (100%). (2n). Produce: 85%, Melting stage: 154 C, 1H-NMR (300 MHz, DMSO-= Rabbit polyclonal to PITPNM1 8.80 Hz, =9.2 Hz pyridine-H), 8.08 (2H, d = 6.8 Hz, pyridine-H), 8.37 and 8.39 (1H, dd = 8.40 Hz, pyridine-H), 8.65 (1H, s, N=CH), 8.85 (1H, d = 6.8 Hz, pyridine-H ), 10.68 and 12.02 (1H, d s, NH). IR (cm?1): potential 3345, 3305 (N-H stretching out), 1650C1407 (C=N and C=C stretching out), 1210C1020 (C-O). MS [M + 1]+: 288.10 (100%). 3.3. Biological Activity 3.3.1. MAO Activity Assay The enzyme activity assay was.After incubation for 10 min at 37 C, kynuramine (50 L/well) was put into initiate the enzyme-substrate reaction. (1H, s, N=CH), 11.62 (1H, s, NH). 13C-NMR (75 MHz, DMSO-301. (2e). Produce: 80%, Melting stage: 175 C, 1H-NMR (300 MHz, DMSO-= 9.03 Hz, pyridine-H), 7.05 (2H, d J = 8.72 Hz, Ar-H), 7.70 (2H, d = 8.72 Hz, Ar-H), 8.35 (1H, d J = 9.07 Hz, pyridine-H), 8.52 (1H, s, N=CH), 11.60 (1H, s, NH). 13C-NMR (75 MHz, DMSO-318.12 (100%). (2f). Produce: 90%, Melting stage: 281 C, 1H-NMR (300 MHz, DMSO-= 9.02 Hz, pyridine-H), 7.33 (2H, t = 8.85 Hz, Ar-H), 7.70 (2H, t = 8.85 Hz, Ar-H), 8.38 (1H, d = 9.03 Hz, pyridine-H), 8.60 (1H, s, N=CH), 11.67 (1H, s, NH). 13C-NMR (75 MHz, DMSO-332. (2g). Produce: 83%, Melting stage: 267 C, 1H-NMR (300 MHz, DMSO-= 9.17 Hz, pyridine-H), 7.90 (2H, d = 8.66 Hz, Ar-H), 7.94 (2H, d = 8.36 Hz, Ar-H), 8.40 (1H, d = 9.04 Hz, pyridine-H), 8.65 (1H, s, N=CH), 11.80 (1H, s, NH). 13C-NMR (75 MHz, DMSO-312. (2h). Produce: 89%, Melting stage: 192 C, 1H-NMR (300 MHz, DMSO-= 9.06 Hz, pyridine-H), 6.79 (2H, d = 8.83 Hz, Ar-H), 7.59 (2H, d = 8.79 Hz, Ar-H), 8.35 (1H, d = 9.02 Hz, pyridine-H), 8.42 (1H, s, N=CH), 11.52 (1H, s, NH). 13C-NMR (75 MHz, DMSO-330. (2i). Produce: 85%, Melting stage: 165 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 7.81 (2H, d = 8.80 Hz, Ar-H), 7.93 (2H, d = 8.00 Hz, Ar-H), 8.36 (1H, d J = 9.20 Hz, pyridine-H), 8.64 (1H, s, N=CH), 10.91 and 11.71 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-355.10. (2j). Produce: 80%, Melting stage: 158 C, 1H-NMR (300 MHz, DMSO-= 8.80 Hz, pyridine-H), 6.83 (2H, d = 8.80 Hz, Ar-H), 7.56 (2H, d = 8.40 Hz, Ar-H), 8.31 (1H, d = 8.80 Hz, pyridine-H), 8.41 (1H, s, N=CH), 9.84 (1H, br, OH), 10.89 and 11.56 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-303.10 (100%). (2k). Produce: 78%, Melting stage: 163 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 6.45 (1H, m, pyridine-H), 6.94 (1H, br, pyrrole-H), 8.30 and 8.36 (1H, d d = 8.80 Hz and 9.20 Hz, pyridine-H), 8.45 (1H, s, N=CH), 10.89 and 11.44 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-290.12 (100%). (2l). Produce: 77%, Melting stage: 155 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 6.77 (1H, br, furan-H), 7.08 (1H, d = 3.6 Hz, furan-H), 7.59 (1H, s, furan-H), 8.07 (1H, s, N=CH), 8.38 (1H, d = 8.80 Hz, pyridine-H), 12.86 (1H, s, NH). 13C-NMR (75 MHz, DMSO-277.09 (100%). (2m). Produce: 77%, Melting stage: 152 C, 1H-NMR (300 MHz, DMSO-= 8.8 Hz, = 9.2 Hz pyridine-H), 7.12 (1H, t, thiophene-H), 7.39 (1H, d = 3.2 Hz, thiophene-H), 7.62 (1H, d = 5.2 Hz, thiophene-H) 8.33 and 8.38 (1H, dd = 8.8 Hz, J = 9.2 Hz, pyridine-H), 8.75 (1H, s, N=CH), 10.85 and 11.59 (1H, d s, NH). IR (cm?1): potential 3345, 3312 (N-H stretching out), 1656C1435 (C=N and C=C stretching out), 1222C1000 (C-O). MS [M + 1]+: 293.06 (100%). (2n). Produce: 85%, Melting stage: 154 C, 1H-NMR (300 MHz, DMSO-= 8.80 Hz, =9.2 Hz pyridine-H), 8.08 (2H, d = 6.8 Hz, pyridine-H), 8.37 and 8.39 (1H, dd = 8.40 Hz, pyridine-H), 8.65 (1H, s, N=CH), 8.85 (1H, d = 6.8 Hz, pyridine-H ), 10.68 and 12.02 (1H, d s, NH). IR (cm?1): potential 3345, 3305 (N-H stretching out), 1650C1407 (C=N and C=C stretching out), 1210C1020 (C-O). MS [M + 1]+: 288.10 (100%). 3.3. Biological Activity 3.3.1. MAO Activity Assay The enzyme activity assay was performed relating.designed and conceived the tests; A.T. 8.38 (1H, d = 9.07 Hz, pyridine-H), 8.60 (1H, s, N=CH), 11.70 (1H, s, NH). 13C-NMR (75 MHz, DMSO-305.05. (2d). Produce: 85%, Melting stage: 171 C, 1H-NMR (300 MHz, DMSO-= 9.05 Hz, pyridine-H), 7.30 (2H, d J = 8.00 Hz, Ar-H), 7.65 (2H, d = 8.04 Hz, Ar-H), 8.38 (1H, d = 9.05 Hz, pyridine-H), 8.53 (1H, s, N=CH), 11.62 (1H, s, NH). 13C-NMR (75 MHz, DMSO-301. (2e). Produce: 80%, Melting stage: 175 C, 1H-NMR (300 MHz, DMSO-= 9.03 Hz, pyridine-H), 7.05 (2H, d J = 8.72 Hz, Ar-H), 7.70 (2H, d = 8.72 Hz, Ar-H), 8.35 (1H, d J = 9.07 Hz, pyridine-H), 8.52 (1H, s, N=CH), 11.60 (1H, s, NH). 13C-NMR (75 MHz, DMSO-318.12 (100%). (2f). Produce: 90%, Melting stage: 281 C, 1H-NMR (300 MHz, DMSO-= 9.02 Hz, pyridine-H), 7.33 (2H, t = 8.85 Hz, Ar-H), 7.70 (2H, t NBMPR = 8.85 Hz, Ar-H), 8.38 (1H, d = 9.03 Hz, pyridine-H), 8.60 (1H, s, N=CH), 11.67 (1H, s, NH). 13C-NMR (75 MHz, DMSO-332. (2g). Produce: 83%, Melting stage: 267 C, 1H-NMR (300 MHz, DMSO-= 9.17 Hz, pyridine-H), 7.90 (2H, d = 8.66 Hz, Ar-H), 7.94 (2H, d = 8.36 Hz, Ar-H), 8.40 (1H, d = 9.04 Hz, pyridine-H), 8.65 (1H, s, N=CH), 11.80 (1H, s, NH). 13C-NMR (75 MHz, DMSO-312. (2h). Produce: 89%, Melting stage: 192 C, 1H-NMR (300 MHz, DMSO-= 9.06 Hz, pyridine-H), 6.79 (2H, d = 8.83 Hz, Ar-H), 7.59 (2H, d = 8.79 Hz, Ar-H), 8.35 (1H, d = 9.02 Hz, pyridine-H), 8.42 (1H, s, N=CH), 11.52 (1H, s, NH). 13C-NMR (75 MHz, DMSO-330. (2i). Produce: 85%, Melting stage: 165 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 7.81 (2H, d = 8.80 Hz, Ar-H), 7.93 (2H, d = 8.00 Hz, Ar-H), 8.36 (1H, d J = 9.20 Hz, pyridine-H), 8.64 (1H, s, N=CH), 10.91 and 11.71 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-355.10. (2j). Produce: 80%, Melting stage: 158 C, 1H-NMR (300 MHz, DMSO-= 8.80 Hz, pyridine-H), 6.83 (2H, d = 8.80 Hz, Ar-H), 7.56 (2H, d = 8.40 Hz, Ar-H), 8.31 (1H, d = 8.80 Hz, pyridine-H), 8.41 (1H, s, N=CH), 9.84 (1H, br, OH), 10.89 and 11.56 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-303.10 (100%). (2k). Produce: 78%, Melting stage: 163 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 6.45 (1H, m, pyridine-H), 6.94 (1H, br, pyrrole-H), 8.30 and 8.36 (1H, d d = 8.80 Hz and 9.20 Hz, pyridine-H), 8.45 (1H, s, N=CH), 10.89 and 11.44 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-290.12 (100%). (2l). Produce: 77%, Melting stage: 155 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 6.77 (1H, br, furan-H), 7.08 (1H, d = 3.6 Hz, furan-H), 7.59 (1H, s, furan-H), 8.07 (1H, s, N=CH), 8.38 (1H, d = 8.80 Hz, pyridine-H), 12.86 (1H, s, NH). 13C-NMR (75 MHz, DMSO-277.09 (100%). (2m). Produce: 77%, Melting stage: 152 C, 1H-NMR (300 NBMPR MHz, DMSO-= 8.8 Hz, = 9.2 Hz pyridine-H), 7.12 (1H, t, thiophene-H), 7.39 (1H, d = 3.2 Hz, thiophene-H), 7.62 (1H, d = 5.2 Hz, thiophene-H) 8.33 and 8.38 (1H, dd = 8.8 Hz, J = 9.2 Hz, pyridine-H), 8.75 (1H, s, N=CH), 10.85 and 11.59 (1H, d s, NH). IR (cm?1): potential 3345, 3312 (N-H stretching out), 1656C1435 (C=N and C=C stretching out), 1222C1000 (C-O). MS [M + 1]+: 293.06 (100%). (2n). Produce: 85%, Melting stage: 154 C, 1H-NMR (300 MHz, DMSO-= 8.80 Hz, =9.2 Hz pyridine-H), 8.08 (2H, d = 6.8 Hz, pyridine-H), 8.37 and 8.39 (1H, dd = 8.40 Hz, pyridine-H), 8.65 (1H, s, N=CH), 8.85 (1H, d = 6.8 Hz, pyridine-H ), 10.68 and 12.02 (1H, d s, NH). IR (cm?1): potential 3345, 3305 (N-H stretching out), 1650C1407 (C=N and C=C stretching out), 1210C1020 (C-O). MS [M + 1]+: 288.10 (100%). 3.3. Biological Activity 3.3.1. MAO Activity Assay The enzyme activity assay was performed relative to.Fluorescence was browse from top through the use of BioTek-Synergy H1 multimode microplate audience on the excitation/emission wavelengths of 310 and 380 nm. Hz, pyridine-H), 7.30 (2H, d J = 8.00 Hz, Ar-H), 7.65 (2H, d = 8.04 Hz, Ar-H), 8.38 (1H, d = 9.05 Hz, pyridine-H), 8.53 (1H, s, N=CH), 11.62 (1H, s, NH). 13C-NMR (75 MHz, DMSO-301. (2e). Produce: 80%, Melting stage: 175 C, 1H-NMR (300 MHz, DMSO-= 9.03 Hz, pyridine-H), 7.05 (2H, d J = 8.72 Hz, Ar-H), 7.70 (2H, d = 8.72 Hz, Ar-H), 8.35 (1H, d J = NBMPR 9.07 Hz, pyridine-H), 8.52 (1H, s, N=CH), 11.60 (1H, s, NH). 13C-NMR (75 MHz, DMSO-318.12 (100%). (2f). Produce: 90%, Melting stage: 281 C, 1H-NMR (300 MHz, DMSO-= 9.02 Hz, pyridine-H), 7.33 (2H, t = 8.85 Hz, Ar-H), 7.70 (2H, t = 8.85 Hz, Ar-H), 8.38 (1H, d = 9.03 Hz, pyridine-H), 8.60 (1H, s, N=CH), 11.67 (1H, s, NH). 13C-NMR (75 MHz, DMSO-332. (2g). Produce: 83%, Melting stage: 267 C, 1H-NMR (300 MHz, DMSO-= 9.17 Hz, pyridine-H), 7.90 (2H, d = 8.66 Hz, Ar-H), 7.94 (2H, d = 8.36 Hz, Ar-H), 8.40 (1H, d = 9.04 Hz, pyridine-H), 8.65 (1H, s, N=CH), 11.80 (1H, s, NH). 13C-NMR (75 MHz, DMSO-312. (2h). Produce: 89%, Melting stage: 192 C, 1H-NMR (300 MHz, DMSO-= 9.06 Hz, pyridine-H), 6.79 (2H, d = 8.83 Hz, Ar-H), 7.59 (2H, d = 8.79 Hz, Ar-H), 8.35 (1H, d = 9.02 Hz, pyridine-H), 8.42 (1H, s, N=CH), 11.52 (1H, s, NH). 13C-NMR (75 MHz, DMSO-330. (2i). Produce: 85%, Melting stage: 165 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 7.81 (2H, d = 8.80 Hz, Ar-H), 7.93 (2H, d = 8.00 Hz, Ar-H), 8.36 (1H, d J = 9.20 Hz, pyridine-H), 8.64 (1H, s, N=CH), 10.91 and 11.71 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-355.10. (2j). Produce: 80%, Melting stage: 158 C, 1H-NMR (300 MHz, DMSO-= 8.80 Hz, pyridine-H), 6.83 (2H, d = 8.80 Hz, Ar-H), 7.56 (2H, d = 8.40 Hz, Ar-H), 8.31 (1H, d = 8.80 Hz, pyridine-H), 8.41 (1H, s, N=CH), 9.84 (1H, br, OH), 10.89 and 11.56 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-303.10 (100%). (2k). Produce: 78%, Melting stage: 163 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 6.45 (1H, m, pyridine-H), 6.94 (1H, br, pyrrole-H), 8.30 and 8.36 (1H, d d = 8.80 Hz and 9.20 Hz, pyridine-H), 8.45 (1H, s, N=CH), 10.89 and 11.44 (1H, d s, NH). 13C-NMR (75 MHz, DMSO-290.12 (100%). (2l). Produce: 77%, Melting stage: 155 C, 1H-NMR (300 MHz, DMSO-= 9.20 Hz, pyridine-H), 6.77 (1H, br, furan-H), 7.08 (1H, d = 3.6 Hz, furan-H), 7.59 (1H, s, furan-H), 8.07 (1H, s, N=CH), 8.38 (1H, d = 8.80 Hz, pyridine-H), 12.86 (1H, s, NH). 13C-NMR (75 MHz, DMSO-277.09 (100%). (2m). Produce: 77%, Melting stage: 152 C, 1H-NMR (300 MHz, DMSO-= 8.8 Hz, = 9.2 Hz pyridine-H), 7.12 (1H, t, thiophene-H), 7.39 (1H, d = 3.2 Hz, thiophene-H), 7.62 (1H, d = 5.2 Hz, thiophene-H) 8.33 and 8.38 (1H, dd = 8.8 Hz, J = 9.2 Hz, pyridine-H), 8.75 (1H, s, N=CH), 10.85 and 11.59 (1H, d s, NH). IR (cm?1): potential 3345, 3312 (N-H stretching out), 1656C1435 (C=N and C=C stretching out), 1222C1000 (C-O). MS [M + 1]+: 293.06 (100%). (2n). Produce: 85%, Melting stage: 154 C, 1H-NMR (300 MHz, DMSO-= 8.80 Hz, =9.2 Hz pyridine-H), 8.08 (2H, d = 6.8 Hz, pyridine-H), 8.37 and 8.39 (1H, dd = 8.40 Hz, pyridine-H), 8.65 (1H, s, N=CH), 8.85 (1H, d = 6.8 Hz, pyridine-H ), 10.68 and 12.02 (1H,.
13C-NMR (75 MHz, DMSO-303