The answer of prepared compound (4 L, 100 M), NADPH (4 L, 200 M), and [7]. brand-new antimalarial agencies provides motivated the intensive research to find artificial molecules which have the ability to response the problem. possesses a non-photosynthetic plastid organelle known as apicoplast which is vital for the parasites success. This respiration organelle is certainly conformation. The lifetime of a carbonyl group conjugated using the olefinic carbonCcarbon connection was evident through the infra-red spectra as the carbonyl peak was noticed at a lesser wavenumber when compared to a regular carbonyl peak (around 1650C1660 cm?1) and through the 13C-NMR spectra. The lifetime of a bromine atom in substances 14, 15 and 16 was discovered by the looks within their mass spectra of two molecular peaks in the [M+H]+ at 317.3 and 319.2 (substance 14), 347.3 and 349.3 (chemical substance 15), with 347.1 and 349.2 (substance 16) with an strength of just one 1:1. The lifetime of methoxy groupings was evidenced with the peaks at chemical substance shifts between 3.6 until 3.9 ppm in the 1H-NMR spectra [22]. 2.2. Creation, Kinetic and Characterization Evaluation of PfFd and PfFNR The proteins TG1 pTrc99A, whereas proteins JM105 pTrc99A (both through the assortment of the Lab of Legislation and Biological Response IPR Osaka University-Japan). Verification of proteins purity was motivated off their UV-Vis range information at between 240C650 nm (Body 1). Open up in another window Body 1 UV-Vis range profile from the protein ferredoxin, whereas the relationship of plan exhibited that methoxyamino chalcone derivatives (substances 1C7) shaped hydrogen bonds with amino acidity residues of (1): yellowish crystals (1.14 g; 75%), m.p 104C106 C, Rf = 0.42 (= 15.6 Hz); 7.67 (= 15.6 Hz); 7.01 (= 8.4 Hz); 6.72 (= 8.8 Hz); 3.93 ((2): yellow crystals (1.31 g; 86%), m.p 118C120 C, Rf = 0.47 (= 15.6 Hz); 7.54 (= 15.6 Hz); 7.17 (= 2 Hz); 7.25 (= 7.6 Hz); 7.35 (= 8 Hz); 7.95 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.88 ((3): yellow crystals (1.138 g, 75%); m.p 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.46 (= 15.6 Hz); 7.61 (= 8.4 Hz); 6.72 (= 8.4 Hz); 7.61 (= 8.4 Hz); 7.95 (= 8.8 Hz); 6.95 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.87 ((4): yellow crystals (1.358 g, 80%); m.p = 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.63 (= 15.6 Hz); 6.97 (= 1.2 Hz; = 8.0 Hz); 7.11 (= 8 Hz); 6.60 (= 1.2 Hz; = 8.0 Hz); 7.96 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.96 (= 8.8 Hz); 3.91 ((5): yellow crystals (1.66 g, 98%); m.p 148C150 C; Rf = 0.49 (CHCl3/ethyl acetate: 3/2); HRESI-MS [M+H]+ computed for C17H17NO3 283.1287, found 283.1288; IR (KBr, cm?1): 3425 and 3349 (-NH2), 1634 (C=O), 1597 (C=Cchain), 1171 (C-O-Caryl alkyl ether); 1H-NMR (CDCl3) 8.05 (= 15.6 Hz); 6.51 (= 15.6 Hz); 7.58 (= 1.2 Hz); 6.55 (= 1.2 Hz, = 8.8 Hz); 7.56 (= 8.8 Hz); 7.94 (= 8 Hz); 6.71 (1H, = 8 Hz); 3.91 ((6): orange crystals (1.58 g, 90%); m.p = 130C132 C; Rf = 0.39 (= 15.6 Hz); 7.59 (= 15.6 Rabbit Polyclonal to GFP tag Hz); 7.19 (= 8 Hz); 6.93 (= 8.8 Hz); 6.90 (= 8.8 Hz); 6.71 (= 8.8 Hz); 7,94 (= 8.8 Hz); 3.89 (br, 2H). 13C-NMR (CDCl3) 138.45; 125.09; 123.22; 150.97; 116.65; 112.55; 153.23; 113.77; 131.09; 131.54; 113.93; 153.56; 56.19; 55.87; 188.70. ((7): yellowish crystals (0.59 g, 42%); m.p = 90C92 C; Rf = 0.50 (= 15.6 Hz); 7.51 (= 15.6 Hz); 7.65 (= 8.8 Hz); 6.72 (= 8.8 Hz); 4.21 ((8): yellow oily water (0.52 g, 27%); Rf = 0.78 (CHCl3); ESI-MS [M+H]+ 239.2; IR (KBr, cm?1) 1661 (C=O), 1601 (C=Cchain); 1H-NMR (CDCl3) 8.21 (= 17.2 Hz); 7.65 (=.Verification of proteins purity was determined off their UV-Vis range profiles in between 240C650 nm (Body 1). apicoplast which is vital for the parasites success. This respiration organelle is certainly conformation. The lifetime of a carbonyl group conjugated using the olefinic carbonCcarbon connection was evident through the infra-red spectra as the carbonyl peak was noticed at a lesser wavenumber when compared to a regular carbonyl peak (around 1650C1660 cm?1) and through the 13C-NMR spectra. The lifetime of a bromine atom in substances 14, 15 and 16 was discovered by the looks within their mass spectra of two molecular peaks in the [M+H]+ at 317.3 and 319.2 (substance 14), 347.3 and 349.3 (chemical substance 15), with 347.1 and 349.2 (substance 16) with an strength of just one 1:1. The lifetime of methoxy groupings was evidenced with the peaks at chemical substance shifts between 3.6 until 3.9 ppm in the 1H-NMR spectra [22]. 2.2. Creation, Characterization and Kinetic Evaluation of PfFd and PfFNR The proteins TG1 pTrc99A, whereas proteins JM105 pTrc99A (both through the assortment of the Lab of Legislation and Biological Response IPR Osaka University-Japan). Verification of proteins purity was motivated off their UV-Vis range information at between 240C650 nm (Body 1). Open up in another window Body 1 UV-Vis range profile from the protein ferredoxin, whereas the relationship of plan exhibited that methoxyamino chalcone derivatives (substances 1C7) shaped hydrogen bonds with amino acidity residues of (1): yellowish crystals (1.14 g; 75%), m.p 104C106 C, Rf = 0.42 (= 15.6 Hz); 7.67 (= 15.6 Hz); 7.01 (= 8.4 Hz); 6.72 (= 8.8 Hz); 3.93 ((2): yellow crystals (1.31 g; 86%), m.p 118C120 C, Rf = 0.47 (= 15.6 Hz); 7.54 (= 15.6 Hz); 7.17 (= 2 Hz); 7.25 (= 7.6 Hz); 7.35 (= 8 Hz); 7.95 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.88 ((3): yellow crystals (1.138 g, 75%); m.p 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.46 (= 15.6 Hz); 7.61 (= 8.4 Hz); 6.72 (= 8.4 Hz); 7.61 (= 8.4 Hz); 7.95 (= 8.8 Hz); 6.95 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.87 ((4): yellow crystals (1.358 g, 80%); m.p = 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.63 (= 15.6 Hz); 6.97 (= 1.2 Hz; = 8.0 Hz); 7.11 (= 8 Hz); 6.60 (= 1.2 Hz; = 8.0 Hz); 7.96 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.96 (= 8.8 Hz); 3.91 ((5): yellow crystals (1.66 g, 98%); m.p 148C150 C; Rf = 0.49 (CHCl3/ethyl acetate: 3/2); HRESI-MS [M+H]+ computed for C17H17NO3 283.1287, found 283.1288; IR (KBr, cm?1): 3425 and 3349 (-NH2), 1634 (C=O), 1597 (C=Cchain), 1171 (C-O-Caryl alkyl ether); 1H-NMR (CDCl3) 8.05 (= 15.6 Hz); 6.51 (= 15.6 Hz); 7.58 (= 1.2 Hz); 6.55 (= 1.2 Hz, = 8.8 Hz); 7.56 (= 8.8 Hz); 7.94 (= 8 Hz); 6.71 (1H, = 8 Hz); 3.91 ((6): orange crystals (1.58 g, 90%); m.p = 130C132 C; Rf = 0.39 (= 15.6 Hz); 7.59 (= 15.6 Hz); 7.19 (= 8 Hz); 6.93 (= 8.8 Hz); 6.90 (= 8.8 Hz); 6.71 (= 8.8 Hz); 7,94 (= 8.8 Hz); 3.89 (br, 2H). 13C-NMR (CDCl3) 138.45; 125.09; 123.22; 150.97; 116.65; 112.55; 153.23; 113.77; 131.09; 131.54; 113.93; 153.56; 56.19; 55.87; 188.70. ((7): yellowish crystals (0.59 g, 42%); m.p = 90C92 C; Rf = 0.50 (= 15.6 Hz); 7.51 (= 15.6 Hz); 7.65 (= 8.8 Hz); 6.72 (= 8.8 Hz); 4.21 ((8): yellow oily water (0.52 g, 27%); Rf = 0.78 (CHCl3); ESI-MS [M+H]+ 239.2; IR (KBr, cm?1) 1661 (C=O), 1601 (C=Cchain); 1H-NMR (CDCl3) 8.21 (= 17.2 Hz); 7.65 (= 17.2 Hz); 8.05 ((9): yellow oily water (1.31 g, 86%); Rf = 0.47 (= 15.7 Hz); 7.88 (= 15.7 Hz); 8.02 ((10): pale yellow crystals (1.09 g, 57%); m.p = 118C120 C; Rf = 0.62 (CHCl3); ESI-MS [M+H]+ 239.3; IR (KBr, cm?1) 1657 (C=O), 1599 (C=Cchain); 1H-NMR (CDCl3) 7.77 (= 13.45 Hz); 7.42 (= 13.45Hz); 7.92 (= 6.72 Hz); 6.92 (= 6.72 Hz); 3.83 ((11): yellow oily water (0.89 g, 41%); ESI-MS [M+H]+ 269.2; IR (KBr, cm?1) 1663 (C=O), 1603 (C=Cchain); 1H-NMR (CDCl3) 8.11 (= 15 Hz); 7.57 (= 15 Hz); 8.06 ((12): yellow crystals (1.10 g, 51%); m.p = 172C174 C; Rf = 0.52 (= 15.55 Hz); 5.22 (= 15.55 Hz); 8.02 ((13): yellow oily water (1.55 g, 72%); Rf = 0.39 (= 15.68 Hz); 7.53 O4I2 (= 15.68 Hz); 7.95 (= 7.84 Hz); 6.75 (= 7.84 Hz); 6.85 ((14): pale yellow crystals (0.64 g, 68%); m.p = 170C172 C; Rf =.Pratiwi Yoko and Pudjiastuti Kimata-Ariga performed the inhibition assay. conformation. The lifetime of a carbonyl group conjugated using the olefinic carbonCcarbon connection was evident through the infra-red spectra as the carbonyl peak was noticed at a lesser wavenumber when compared to a regular carbonyl peak (around 1650C1660 cm?1) and through the 13C-NMR spectra. The lifetime of a bromine atom in substances 14, 15 and 16 was recognized by the looks within their mass spectra of two molecular peaks in the [M+H]+ at 317.3 and 319.2 (substance 14), 347.3 and 349.3 (chemical substance 15), with 347.1 and 349.2 (substance 16) with an strength of just one 1:1. The lifestyle of methoxy organizations was evidenced from the peaks at chemical substance shifts between 3.6 until 3.9 ppm in the 1H-NMR spectra [22]. 2.2. Creation, Characterization and Kinetic Evaluation of PfFd and PfFNR The proteins TG1 pTrc99A, whereas proteins JM105 pTrc99A (both through the assortment of the Lab of Rules and Biological Response IPR Osaka University-Japan). Verification of proteins purity was established using their UV-Vis range information at between 240C650 nm (Shape 1). Open up in another window Shape 1 UV-Vis range profile from the protein ferredoxin, whereas the discussion of system exhibited that methoxyamino chalcone derivatives (substances 1C7) shaped hydrogen bonds with amino acidity residues of (1): yellowish crystals (1.14 g; 75%), m.p 104C106 C, Rf = 0.42 (= 15.6 Hz); 7.67 (= 15.6 Hz); 7.01 (= 8.4 Hz); 6.72 (= 8.8 Hz); 3.93 ((2): yellow crystals (1.31 g; 86%), m.p 118C120 C, Rf = 0.47 (= 15.6 Hz); 7.54 (= 15.6 Hz); 7.17 (= 2 Hz); 7.25 (= 7.6 Hz); 7.35 (= 8 Hz); 7.95 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.88 ((3): yellow crystals (1.138 g, 75%); m.p 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.46 (= 15.6 Hz); 7.61 (= 8.4 Hz); 6.72 (= 8.4 Hz); 7.61 (= 8.4 Hz); 7.95 (= 8.8 Hz); 6.95 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.87 ((4): yellow crystals (1.358 g, 80%); m.p = 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.63 (= 15.6 Hz); 6.97 (= 1.2 Hz; = 8.0 Hz); 7.11 (= 8 Hz); 6.60 (= 1.2 Hz; = 8.0 Hz); 7.96 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.96 (= 8.8 Hz); 3.91 ((5): yellow crystals (1.66 g, 98%); m.p 148C150 C; Rf = 0.49 (CHCl3/ethyl acetate: 3/2); HRESI-MS [M+H]+ determined for C17H17NO3 283.1287, found 283.1288; IR (KBr, cm?1): 3425 and 3349 (-NH2), 1634 (C=O), 1597 (C=Cchain), 1171 (C-O-Caryl alkyl ether); 1H-NMR (CDCl3) 8.05 (= 15.6 Hz); 6.51 (= 15.6 Hz); 7.58 (= 1.2 Hz); 6.55 (= 1.2 Hz, = 8.8 Hz); 7.56 (= 8.8 Hz); 7.94 (= 8 Hz); 6.71 (1H, = 8 Hz); 3.91 ((6): orange crystals (1.58 g, 90%); m.p = 130C132 C; Rf = 0.39 (= 15.6 Hz); 7.59 (= 15.6 Hz); 7.19 (= 8 Hz); 6.93 (= 8.8 Hz); 6.90 (= 8.8 Hz); 6.71 (= 8.8 Hz); 7,94 (= 8.8 Hz); 3.89 (br, 2H). 13C-NMR (CDCl3) 138.45; 125.09; 123.22; 150.97; 116.65; 112.55; 153.23; 113.77; 131.09; 131.54; 113.93; 153.56; 56.19; 55.87; 188.70. ((7): yellowish crystals (0.59 g, 42%); m.p = 90C92 C; Rf = 0.50 (= 15.6 Hz); 7.51 (= 15.6 Hz); 7.65 (= 8.8 Hz); 6.72 (= 8.8 Hz); 4.21 ((8): yellow oily water (0.52 g, 27%); Rf = 0.78 (CHCl3); ESI-MS [M+H]+ 239.2; IR (KBr, cm?1) 1661 (C=O), 1601 (C=Cchain); 1H-NMR (CDCl3) 8.21 (= 17.2 Hz); 7.65 (= 17.2 Hz); 8.05 ((9): yellow oily water (1.31 g, 86%); Rf = 0.47 (= 15.7 Hz); 7.88 (= 15.7 Hz); 8.02 ((10): pale yellow crystals (1.09 g, 57%); m.p = 118C120 C; Rf = 0.62 (CHCl3); ESI-MS [M+H]+ 239.3; IR (KBr, cm?1) 1657 (C=O), 1599 (C=Cchain); 1H-NMR (CDCl3) 7.77 (= 13.45 Hz); 7.42 (=.Ni Nyoman Tri Puspaningsih contributed her concepts through valuable dialogue and scientific insight. was evident through the infra-red spectra mainly because the carbonyl maximum was noticed at a lesser wavenumber when compared to a regular carbonyl maximum (about 1650C1660 cm?1) and through the 13C-NMR spectra. The lifestyle of a bromine atom in substances 14, 15 and 16 was recognized by the looks within their mass spectra of two molecular peaks in the [M+H]+ at 317.3 and 319.2 (substance 14), 347.3 and 349.3 (chemical substance 15), with 347.1 and 349.2 (substance 16) with an strength of just one 1:1. The lifestyle of methoxy organizations was evidenced from the peaks at chemical substance shifts between 3.6 until 3.9 ppm in the 1H-NMR spectra [22]. 2.2. Creation, Characterization and Kinetic Evaluation of PfFd and PfFNR The proteins TG1 pTrc99A, whereas proteins JM105 pTrc99A (both through the assortment of the Lab of Rules and Biological Response IPR Osaka University-Japan). Verification of proteins purity was established using their UV-Vis range information at between 240C650 nm (Shape 1). Open up in another window Shape 1 UV-Vis range profile from the protein ferredoxin, whereas the discussion of system exhibited that methoxyamino chalcone derivatives (substances 1C7) shaped hydrogen bonds with amino acidity residues of (1): yellowish crystals (1.14 g; 75%), m.p 104C106 C, Rf = 0.42 (= 15.6 Hz); 7.67 (= 15.6 Hz); 7.01 (= 8.4 Hz); 6.72 (= 8.8 Hz); 3.93 ((2): yellow crystals (1.31 g; 86%), m.p 118C120 C, Rf = 0.47 (= 15.6 Hz); 7.54 (= 15.6 Hz); 7.17 (= 2 Hz); 7.25 (= 7.6 Hz); 7.35 (= 8 Hz); 7.95 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.88 ((3): yellow crystals (1.138 g, 75%); m.p 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.46 (= 15.6 Hz); 7.61 (= 8.4 Hz); 6.72 (= 8.4 Hz); 7.61 (= 8.4 Hz); 7.95 (= 8.8 Hz); 6.95 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.87 ((4): yellow crystals (1.358 g, 80%); m.p = 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.63 (= 15.6 Hz); 6.97 (= 1.2 Hz; = 8.0 Hz); 7.11 (= 8 Hz); 6.60 (= 1.2 Hz; = 8.0 Hz); 7.96 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.96 (= 8.8 Hz); 3.91 ((5): yellow crystals (1.66 g, 98%); m.p 148C150 C; Rf = 0.49 (CHCl3/ethyl acetate: 3/2); HRESI-MS [M+H]+ determined for C17H17NO3 283.1287, found 283.1288; IR (KBr, cm?1): 3425 and 3349 (-NH2), 1634 (C=O), 1597 (C=Cchain), 1171 (C-O-Caryl alkyl ether); 1H-NMR (CDCl3) 8.05 (= 15.6 Hz); 6.51 (= 15.6 Hz); 7.58 (= 1.2 Hz); 6.55 (= 1.2 Hz, = 8.8 Hz); 7.56 (= 8.8 Hz); 7.94 (= 8 Hz); 6.71 (1H, = 8 Hz); 3.91 ((6): orange crystals (1.58 g, 90%); m.p = 130C132 C; Rf = 0.39 (= 15.6 Hz); 7.59 (= 15.6 Hz); 7.19 (= 8 Hz); 6.93 (= 8.8 Hz); 6.90 (= 8.8 Hz); 6.71 (= 8.8 Hz); 7,94 (= 8.8 Hz); 3.89 (br, 2H). 13C-NMR (CDCl3) 138.45; 125.09; 123.22; 150.97; 116.65; 112.55; 153.23; 113.77; 131.09; 131.54; 113.93; 153.56; 56.19; 55.87; 188.70. ((7): yellowish crystals (0.59 g, 42%); m.p = 90C92 C; Rf = 0.50 (= 15.6 Hz); 7.51 (= 15.6 Hz); 7.65 (= 8.8 Hz); 6.72 (= 8.8 Hz); 4.21 ((8): yellow oily water (0.52 g, 27%); Rf = 0.78 (CHCl3); ESI-MS [M+H]+ 239.2; IR (KBr, cm?1) 1661 (C=O), 1601 (C=Cchain); 1H-NMR (CDCl3) 8.21 (= 17.2 Hz); 7.65 (= 17.2 Hz); 8.05 ((9): yellow oily water (1.31 g, 86%); Rf = 0.47 (= 15.7 Hz); 7.88 (= 15.7 Hz); 8.02 ((10): pale yellow crystals (1.09 g, 57%); m.p = 118C120 C; Rf = 0.62 (CHCl3); ESI-MS [M+H]+ 239.3; IR (KBr, cm?1) 1657 (C=O), 1599 (C=Cchain); 1H-NMR (CDCl3) 7.77 (= 13.45 Hz); 7.42 (= 13.45Hz); 7.92 (= 6.72 Hz); 6.92 (= 6.72 Hz); 3.83 ((11): yellow oily water (0.89 g, 41%); ESI-MS [M+H]+ 269.2; IR (KBr, cm?1) 1663 (C=O), 1603 (C=Cchain); 1H-NMR (CDCl3) 8.11 (= 15 Hz); 7.57 (= 15 Hz); 8.06 ((12): yellow crystals (1.10 g, 51%); m.p = 172C174 C; Rf = 0.52 (= 15.55 Hz); 5.22 (= 15.55 Hz); 8.02 ((13): yellow oily water (1.55 g, 72%); Rf = 0.39 (= 15.68 Hz); 7.53 (= 15.68 Hz); 7.95 (= 7.84 Hz); 6.75 (= 7.84 Hz); 6.85 ((14): pale yellow crystals (0.64 g, 68%); m.p = 170C172 C; Rf = 0.62 (= 18 Hz); 7.46 (= 18 Hz); 7.85 (= 9 Hz); 7.63 (= 9 Hz); 7.61 (= 9 Hz); 6.94 (= 9 Hz); 3.84 ((15): yellow crystals (0.91 g, 87%); m.p = 133C135; Rf = 0.50 (=.Toshiharu Hase took component in valuable dialogue, financing for spectra from the bioactivity and chemicals assay. the necessity for fresh antimalarial agents offers motivated the study to find man made molecules which have the ability to response the issue. possesses a non-photosynthetic plastid organelle known as apicoplast which is vital for the parasites success. This respiration organelle can be conformation. The lifestyle of a carbonyl group conjugated using the olefinic carbonCcarbon relationship was evident through the infra-red spectra as the carbonyl peak was noticed at a lesser wavenumber when compared to a regular carbonyl peak (around 1650C1660 cm?1) and through the 13C-NMR spectra. The lifestyle of a bromine atom in substances 14, 15 and 16 was recognized by the looks within their mass spectra of two molecular peaks in the [M+H]+ at 317.3 and 319.2 (substance 14), 347.3 and 349.3 (chemical substance 15), with 347.1 and 349.2 (substance 16) with an strength of just one 1:1. The lifestyle of methoxy organizations was evidenced from the peaks at chemical substance shifts between 3.6 until 3.9 ppm in the 1H-NMR spectra [22]. 2.2. Creation, Characterization and Kinetic Evaluation of PfFd and PfFNR The proteins TG1 pTrc99A, whereas proteins JM105 pTrc99A (both through the assortment of the Lab of Rules and Biological Response IPR Osaka University-Japan). Verification of proteins purity was established using their UV-Vis range information at between 240C650 nm (Shape 1). Open up in another window Shape 1 UV-Vis range profile from the protein ferredoxin, whereas the discussion of system exhibited that methoxyamino chalcone derivatives (substances 1C7) shaped hydrogen bonds with amino acidity residues of (1): yellowish crystals (1.14 g; 75%), m.p 104C106 C, Rf = 0.42 (= 15.6 Hz); 7.67 (= 15.6 Hz); 7.01 (= 8.4 Hz); 6.72 (= 8.8 Hz); 3.93 ((2): yellow crystals (1.31 g; 86%), m.p 118C120 C, Rf = 0.47 (= 15.6 Hz); 7.54 (= 15.6 Hz); 7.17 (= 2 Hz); 7.25 (= 7.6 Hz); 7.35 (= 8 Hz); 7.95 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.88 ((3): yellow crystals (1.138 g, 75%); m.p O4I2 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.46 (= 15.6 Hz); 7.61 (= 8.4 Hz); 6.72 (= 8.4 Hz); 7.61 (= 8.4 O4I2 Hz); 7.95 (= 8.8 Hz); 6.95 (= 8.8 Hz); 7.95 (= 8.8 Hz); 3.87 ((4): yellow crystals (1.358 g, 80%); m.p = 140C142 C; Rf = 0.42 (= 15.6 Hz); 7.63 (= 15.6 Hz); 6.97 (= 1.2 Hz; = 8.0 Hz); 7.11 (= 8 Hz); 6.60 (= 1.2 Hz; = 8.0 Hz); 7.96 (= 8.8 Hz); 6.72 (= 8.8 Hz); 7.96 (= 8.8 Hz); 3.91 ((5): yellow crystals (1.66 g, 98%); m.p 148C150 C; Rf = 0.49 (CHCl3/ethyl acetate: 3/2); HRESI-MS [M+H]+ determined for C17H17NO3 283.1287, found 283.1288; IR (KBr, cm?1): 3425 and 3349 (-NH2), 1634 (C=O), 1597 (C=Cchain), 1171 (C-O-Caryl alkyl ether); 1H-NMR (CDCl3) 8.05 (= 15.6 Hz); 6.51 (= 15.6 Hz); 7.58 (= 1.2 Hz); 6.55 (= 1.2 Hz, = 8.8 Hz); 7.56 (= 8.8 Hz); 7.94 (= 8 Hz); 6.71 (1H, = 8 Hz); 3.91 ((6): orange crystals (1.58 g, 90%); m.p = 130C132 C; Rf = 0.39 (= 15.6 Hz); 7.59 (= 15.6 Hz); 7.19 (= 8 Hz); 6.93 (= 8.8 Hz); 6.90 (= 8.8 Hz); 6.71 (= 8.8 Hz); 7,94 (= 8.8 Hz); 3.89 (br, 2H). 13C-NMR (CDCl3) 138.45; 125.09; 123.22; 150.97; 116.65; 112.55; 153.23; 113.77; 131.09; 131.54; 113.93; 153.56; 56.19; 55.87; 188.70. ((7): yellowish crystals (0.59 g, 42%); m.p = 90C92 C; Rf = 0.50 (= 15.6 Hz); 7.51 (= 15.6 Hz); 7.65 (= 8.8 Hz); 6.72 (= 8.8 Hz); 4.21 ((8): yellow oily water (0.52 g, 27%); Rf = 0.78 (CHCl3); ESI-MS [M+H]+ 239.2; IR (KBr, cm?1) 1661 (C=O), 1601 (C=Cchain); 1H-NMR (CDCl3) 8.21 (= 17.2 Hz); 7.65 (= 17.2 Hz); 8.05 ((9): yellow oily water (1.31 g, 86%); Rf = 0.47 (= 15.7 Hz); 7.88 (= 15.7 Hz); 8.02 ((10): pale yellow crystals (1.09 g, 57%); m.p = 118C120 C; Rf = 0.62 (CHCl3); ESI-MS [M+H]+ 239.3; IR (KBr, cm?1) 1657 (C=O), 1599 (C=Cchain); 1H-NMR (CDCl3) 7.77 (= 13.45 Hz); 7.42 (= 13.45Hz); 7.92 (= 6.72 Hz); 6.92 (= 6.72 Hz); 3.83 ((11): yellow oily water (0.89 g, 41%); ESI-MS [M+H]+ 269.2; IR (KBr, cm?1) 1663 (C=O), 1603 (C=Cchain); 1H-NMR (CDCl3) 8.11 (= 15 Hz); 7.57 (= 15 Hz); 8.06 ((12): yellow crystals (1.10 g, 51%); m.p = 172C174 C; Rf = 0.52 (= 15.55 Hz); 5.22 (= 15.55 Hz); 8.02 ((13): yellow oily water (1.55 g, 72%); Rf = 0.39 (= 15.68 Hz); 7.53 (= 15.68 Hz); 7.95 (= 7.84 Hz); 6.75 (= 7.84 Hz); 6.85 ((14): pale yellow crystals (0.64 g, 68%); m.p = 170C172 C; Rf = 0.62 (= 18 Hz); 7.46 (= 18 Hz); 7.85 (= 9 Hz); 7.63 (= 9 Hz); 7.61 (= 9 Hz); 6.94 (= 9 Hz); 3.84 ((15): yellow crystals (0.91 g, 87%); m.p = 133C135;.
