## 2 Materials and Methods
### Synthesis
Found: C 58.17; H 6.11; N 4.47 5-Oxo-1-(3,4,5-trimethoxyphenyl)pyrrolidine-3-carbohydrazide (**4**)  
To a solution of methyl ester **3** (7.73 g, 24 mmol) in propan-2-ol (50 mL), hydrazine monohydrate (4.20 g, 75 mmol) was added dropwise, and the mixture was heated at reflux for 3 h, then cooled, and the formed crystalline precipitate was filtered off, washed with propan-2-ol, and recrystallized from propan-2-ol. Light violet solid, yield 5.26 g (68%), m. p. 161-162 \({}^{\circ}\)C.  
\({}^{1}\)H NMR (400 MHz, DMSO-\(d_{6}\)) \(\delta\): 2.57-2.74 (m, 2H, CH\({}_{2}\)CO), 3.09-3.19 (m, 1H, CH), 3.63 (s, 3H, OCH\({}_{3}\)), 3.76 (s, 6H, 2 OCH\({}_{3}\)), 3.82-4.05 (m, 2H, NCH\({}_{2}\)), 4.32 (s, 2H, NH\({}_{2}\)), 6.97 (s, 2H, H\({}_{Ar}\)), 9.28 (s, 1H, NH) ppm. \({}^{13}\)C NMR (101 MHz, DMSO-\(d_{6}\)) \(\delta\): 34.02, 35.85, 51.13, 55.89, 60.11, 97.79, 134.17, 135.24, 152.65, 171.44, 171.92 ppm. IR (KBr): \(\gamma_{\rm max}\): 3326, 3188, (NH\({}_{2}\), NH), 1673 (2C=O), 1275 1239 (3 OCH\({}_{3}\)) cm\({}^{-1}\). Anal. Calcd. for C\({}_{14}\)H\({}_{19}\)N\({}_{3}\)O\({}_{5}\), %: C 54.36; H 6.19; N 13.58. Found: C 54.29; H 6.11; N 13.50. 5-Oxo-N\({}^{\prime}\)-(2-oxoindololin-3-ylidene)-1-(3,4,5-trimethoxyphenyl)pyrrolidine-3-carbohydrazide (**5**)  
A mixture of carbohydrate **4** (0.5 g, 1.6 mmol), isatin (0.36 g, 2.4 mmol), and propan-2-ol (20 mL) was heated at reflux for 7 h, then cooled. The formed crystalline precipitate was filtered off, washed with propan-2-ol and ethyl ether, and recrystallized from propan-2-ol. Yellow solid, yield 0.4 g (68%), m. p. 193-195 \({}^{\circ}\)C.  
\({}^{1}\)H NMR (400 MHz, DMSO-\(d_{6}\)) \(\delta\): 2.65-2.91 (m, 2H, CH\({}_{2}\)CO), 3.64, 3.77 (2s, 9H, 3 OCH\({}_{3}\)), 3.98-4.19 (m, 3H, NCH\({}_{2}\), CH), 6.90 (d, 1H, J = 7.7 Hz, H\({}_{Ar}\)), 6.99 (s, 2H, H\({}_{Ar}\)), 7.01-7.15 (m, 1H, H\({}_{Ar}\)), 7.39 (t, 1H, J = 6.8 H, H\({}_{Ar}\)), 8.14 (s, 1H, H\({}_{Ar}\)), 10.82 (s, 1H, NH\({}_{\rm isatin}\)), 11.36 (br s, 1H, NHCO) ppm. \({}^{13}\)C NMR (101 MHz, DMSO-\(d_{6}\)) \(\delta\): 33.50, 35.23, 50.51, 56.03, 60.12, 98.09, 110.80, 121.81, 134.31, 134.96, 143.61 152.63, 164.74, 171.84 ppm. IR (KBr): \(\gamma_{\rm max}\): 3308, (2 NH), 1739, 1697 (3C=O), 1276, 1236 (3 OCH\({}_{3}\)) cm\({}^{-1}\). Anal. Calcd. for C\({}_{22}\)H\({}_{22}\)N\({}_{4}\)O\({}_{6}\), %: C 60.27; H 5.06; N 12.78. Found: C 60.19; H 4.58; N 12.69. \(N^{\prime}\)-(7-bromo-2-oxoindolin-3-ylidene)-5-oxo-1-(3,4,5-trimethoxyphenyl)pyrrolidine-3-carbohydrazide (**6**)  
A mixture of carbohydrate **4** (0.5 g, 1.6 mmol), 7-bromoisatin (0.55 g, 2.4 mmol), and propan-2-ol (20 mL) was heated at reflux for 6.5 h, then cooled. The formed crystalline precipitate was filtered off, washed with propan-2-ol and ethyl ether, and recrystallized from propan-2-ol. Light yellow powder, yield 0.53g (63%), m. p. 217-219 \({}^{\circ}\)C.  
\({}^{1}\)H NMR (400 MHz, DMSO-\(d_{6}\)) \(\delta\): 2.68-2.97 (m, 2H, CH\({}_{2}\)CO), 3.63, 3.76 (2s, 9H, 3 OCH\({}_{3}\)), 3.97-4.26 (m, 3H, NCH\({}_{2}\), CH), 6.98 (s, 2H, H\({}_{Ar}\)), 7.04 (t, 1H, J = 7.8 Hz, H\({}_{Ar}\)), 7.58 (d, 1H, J = 8.0 Hz, H\({}_{Ar}\)), 7.60-8.24 (m, 1H, H\({}_{Ar}\)), 11.12 (s, 0.15H, NH\({}_{\rm{Jastin}}\)), 11.58 (s, 0.85H, NH\({}_{\rm{Jastin}}\)), 12.55 (s, 0.70H, NHCO), 13.02 (s, 0.30H, NHCO) ppm. \({}^{13}\)C NMR (101 MHz, DMSO-\(d_{6}\)) \(\delta\): 31.90, 34.76, 49.72, 55.72, 59.86, 97.94, 103.13, 119.65, 121.60, 123.00, 123.91, 133.92, 134.15, 134.90, 134.96, 141.32 152.47, 162.34, 171.32, 171.41, 174.27 ppm. IR (KBr): \(\gamma_{\rm{max}}\): 3136, (2 NH), 1742, 1683, 1656 (3C=O), 1282, 1238 (3 OCH3) cm\({}^{-1}\). Anal. Calcd. for C\({}_{22}\)H\({}_{21}\)BrN\({}_{4}\)O\({}_{6}\), \(\gamma_{\rm{o}}\): C 51.08; H 4.09; N 10.83. Found: C 50.97; H 3.96; N 10.74.