Design, Synthesis, Structural Characterization by IR, 1H, 13C, 15N, 2D-NMR, X-Ray Diffraction and Evaluation of a New Class of Phenylaminoacetic Acid Benzylidene Hydrazines as pfENR Inhibitors
Version of Record online: 11 APR 2013
© 2013 John Wiley & Sons A/S
Chemical Biology & Drug Design
Volume 81, Issue 6, pages 715–729, June 2013
How to Cite
Samal, R. P., Khedkar, V. M., Pissurlenkar, R. R. S., Bwalya, A. G., Tasdemir, D., Joshi, R. A., Rajamohanan, P. R., Puranik, V. G. and Coutinho, E. C. (2013), Design, Synthesis, Structural Characterization by IR, 1H, 13C, 15N, 2D-NMR, X-Ray Diffraction and Evaluation of a New Class of Phenylaminoacetic Acid Benzylidene Hydrazines as pfENR Inhibitors. Chemical Biology & Drug Design, 81: 715–729. doi: 10.1111/cbdd.12118
- Issue online: 25 MAY 2013
- Version of Record online: 11 APR 2013
- Accepted manuscript online: 11 FEB 2013 11:30AM EST
- Manuscript Accepted: 8 JAN 2013
- Manuscript Revised: 4 NOV 2012
- Manuscript Received: 16 AUG 2012
- All India Council for Technical Education (AICTE)
- Department of Science and Technology (DST). Grant Number: SR/FST/LSI-163/2003
- Department of Biotechnology. Grant Number: BT/PR11810/BRB/10/690/2009
- Council of Scientific and Industrial Research. Grant Number: 01/23/99/10-EMR-II
- University of Mumbai. Grant Number: APD/237/663/2010
- Commonwealth Scholarship Commission
Figure S1. 500 MHz 1H NMR spectrum of molecule 21 recorded at 298 K.
Figure S2. 100 MHz 13C DEPT and 1H decoupled spectra of molecule 21 recorded at 298K.
Figure S3. 400 MHz COSY spectrum of molecule 21 recorded at 298K; D1: D1:3.5 – 9.9 ppm and D2:3.5 – 9.9 ppm.
Figure S4. 1H-13C HSQC spectrum of molecule 21 recorded at 298K; D1: 3.3 – 10.2 ppm, D2: 0 – 165 ppm.
Figure S5. Important 1H-13C HMBC correlations used for structural elucidation of molecule 21 recorded at 298K; (a) D1:9.36 – 9.63 ppm, D2: 49 – 139 ppm (b) 6.07 – 6.22 ppm, D2: 119 – 168 ppm (c) 4.0 – 4.6 ppm, D2: 78 – 168 ppm.
Figure S6. Important 1H-13C HMBC correlations in molecule 21 recorded at 298K; D1: 4.1 – 7.9 ppm, D2: 75 – 83 ppm.
Figure S7. Important 1H-15N HMBC correlations observed for the molecule 21 recorded at 298K.
Figure S8. 1H and 13C assignments of molecule 21.
Figure S9. NOESY spectra of molecule 21 recorded at 298K.
Figure S10. Schematic showing nOe peaks that support the imidazolidine-4-one structure.
Figure S11. 400 MHz 1H NMR spectrum of molecule 21 in CDCl3.
Figure S12. 500 MHz NOESY spectrum of molecule 21 in CDCl3. assignments are given in the inset.
Table S1. Crystal data and structure refinement.
Table S2. Atomic coordinates (×104) and equivalent isotropic displacement parameters (Å2 × 103) for rupeshr_0 m. U(eq) is defined as one-third of the trace of the orthogonalized Uij tensor.
Table S3. Bond lengths [Å] and angles [°].
Table S4. Anisotropic displacement parameters (Å2 × 103).
Table S5. Hydrogen coordinates (×104) and isotropic displacement parameters.
Table S6. Torsion angles [°].
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