Novel 2-(1-(substitutedbenzyl)-1H-tetrazol-5-yl)-3-phenylacrylonitrile derivatives- Synthesis, in vitroantitumor activity and computational studies
Suresh Maddila1, Kovashnee Naicker2, Mehbub I.K. Momin1, Surjyakanta Rana1,Sridevi Gorle2, Suryanarayana Maddila1, Kotaiah Yalagala1, Moganavelli Singh2, Neil A. Koorbanally, Sreekantha B Jonnalagadda1*
*School of Chemistry & Physics, University of KwaZulu-Natal, Westville Campus, Chiltern Hills, Durban-4000, South Africa
*Corresponding Author: Prof. Sreekantha B. Jonnalagadda
School of Chemistry & Physics,
University of KwaZulu-Natal,
Durban 4000, South Africa.
Tel.: +27 31 2607325,
Fax: +27 31 2603091
E-mail address:
Contents / PagesMaterials, methods and instruments (S1) / 2
Computational methods(S2) / 2
Spectra’s of substituted tetrazole derivatives / 3-35
Materials, methods and instruments
All chemicals and reagents required for the reaction were of analytical grade and were used without any further purification. Bruker AMX 400 MHz NMR spectrometerwas used to recordthe 1H NMR, 13C NMR and 15N NMR spectral values. High-resolution mass data were obtained using a Bruker micro TOF-Q II ESI instrument operating at ambient temperature.The DMSO−d6 solution was utilized for this while TMS served as the internal standard. TMS was further used as an internal standard for reporting the all chemical shifts in δ (ppm). The FT-IR spectrum for the samples was established using a Perkin Elmer Perkin Elmer Precisely 100 FT-IR spectrometer at the 400-4000 cm-1 area. Purity of all the reaction products was confirmed by TLC using aluminum plates coated with silica gel (Merck Kieselgel 60 F254).
Computational methods
3D structures of both representative compounds (6b,6h and 6j) were submitted in the mol2 format on the Pharm Mapper web server. The outputs were analyzed using the Discovery Studio (DS) visualizer. For docking, the crystal structure of MEK-1(pdb code: 1S9J) was obtained from the protein data bank ( All native ligands and water molecules associated with the protein were removed. Both representative compounds. A geometry optimization of all the compounds was performed by using Gaussian 09 1software package 1 for flexible conformations of the compounds during the docking [1]. The 2AutoDock 4.2-MGL Tools version 1.5.6 software package was utilized to carry out molecular docking analysis. Hence to identify other residual interactions of the tested compounds, a grid box (include residues within a 10.0 Å radius) large enough to accommodate the active site was constructed.
Spectra’s of substituted tetrazole derivatives
1H NMR spectra of compound 6a
FTIR spectra of compound 6a
13C NMR spectra of compound 6a
HRMS spectra of compound 6a
1H NMR spectra of compound 6b
FTIRMR spectra of compound 6b
13C NMR spectra of compound 6b
HRMS spectra of compound 6b
1H NMR spectra of compound 6c
FTIR spectra of compound 6c
13C NMR spectra of compound 6c
HRMS spectra of compound 6c
1H NMR spectra of compound 6d
FTIT spectra of compound 6d
13C NMR spectra of compound 6d
HRMS spectra of compound 6d
1H NMR spectra of compound 6e
FTIR spectra of compound 6e
13C NMR spectra of compound 6e
HRMS spectra of compound 6e
1H NMR spectra of compound 6f
FTIR spectra of compound 6f
13C NMR spectra of compound 6f
HRMS spectra of compound 6f
1H NMR spectra of compound 6g
FTIR spectra of compound 6g
13C NMR spectra of compound 6g
HRMS spectra of compound 6g
1H NMR spectra of compound 6h
FTIR spectra of compound 6h
13C NMR spectra of compound 6h
HRMS spectra of compound 6h
1H NMR spectra of compound 6i
FTIR spectra compound of 6i
13C NMR spectra of compound 6i
HRMS spectra of compound 6i
1H NMR spectra of compound 6j
FTIR spectra of compound 6j
13C NMR spectra of compound 6j
HRMS spectra of compound 6j
1H NMR spectra of compound 6k
FTIR spectra of compound 6k
13C NMR spectra of compound 6k
Reference:
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