• S Vijaya Sri
  • Waheeta Hopper
  • V Mani Vannan
  • P.r Uma Rani


Objective: Indole-based compounds have established many pharmacological applications. Indole acts as a starting compound for various medicinal
preparations. Our objective is to determine the possible pharmacological roles of our crystallized indole-based ligand using computational approach.
The activities studied are antibacterial, antitubercular, and antimelanoma.
Methods: The structure of the indole compound, CR2 was studied using single crystal X-ray diffraction technique. To predict the pharmacological
activities, the structure-based docking method was followed. The protein targets were selected based on their important biological role in each
activity mentioned above. The interactions between the targets and the crystal ligand were studied using a generic based docking algorithm. The
significant pharmacophore features of the ligand were also reported.
Results: The ligand showed bonded and non-bonded interactions with the crucial amino acid residues of the active site of each target. The interactions
and the binding energies were quite comparable to the targets’ natural ligands.
Conclusion: We suggest through the computational approaches that the ligand may have antitubercular, antibacterial, and antimelanoma activities
with respect to the targets considered. The new insights of this compound as predicted by the computational methods are believed to provide a
platform for the futuristic pharmacological activities of this compound that can be further considered for wet lab techniques.
Keywords: Indole, Dihydrofolate reductase, DNA gyrase, Human B-Raf kinase, Docking, Pharmacophore, Single crystal X-ray diffraction.

Author Biography


Department of physics,

Assistant professor.


1. Sharma V, Kumar P, Pathak DJ. Biological importance of the indole nucleus in recent years. A comprehensive review. J Heterocycl Chem 2010;47:491-502.
2. Kaushik NK, Kaushik N, Attri P, Kumar N, Kim CH, Verma AK, et al. Biomedical importance of indoles. Molecules 2013;18(6):6620-62.
3. Dhani R, Avinash A, Salenaagina SK, Teja MS, Masthanaiah P, Rathnam PR, et al. Indole: The molecule of diverse pharmacological activities. J Chem Pharm Res 2011;3(5):519-23.
4. Saravanan B, Saravanan RR, Manivannan V. Synthesis and molecular docking studies of indole based compound (2-methyl-1-phenylsulfonyl-1h-Indol-3- l)phenylmethyl acetate to nicotinic acetylcholine receptors. J Chem Pharm Res 2012;4(6):3057-62.
5. Satheeshkumar C, Ravivarma C, Arjun P, Silambarasan V, Raaman N, Velmurugan D, et al. Synthesis, anti-microbial activity and molecular docking studies on triazolylcoumarin derivatives. J Chem Sci 2015;127(3):565-74.
6. Swamy PV, Kambhampati PC, Chandrasekhar KB, Thirupathi G, Sujitha P, Kumar CG, et al. Synthesis, biological evaluation and molecular docking studies of some novel cyclopropane carbohydrazide derivatives as potential anticancer agents. J Chem Sci 2016;128(6):929-39.
7. Bathini R, Sivan SK, Fatima S, Manga V. Molecular docking, MM/GBSA and 3D-QSAR studies on EGFR inhibitors. J Chem Sci 2016;128(7):1163-73.
8. Sheldrick GM. A short history of SHELX. Acta Crystallogr A 2008;64(1):112-22.
9. Spek AL. Structure validation in chemical crystallography. Acta Crystallogr D Biol Crystallogr 2009;65(2):148-55.
10. Ramathilagam C, Saravanan V, Mohanakrishnan AK, Chakkaravarthi G, Umarani PR, Manivannan V. 3-Iodo-2-methyl-1-phenylsulfonyl-1-hindole. Acta Crystallogr Sect E Struct Rep Online 2011;E67:o632-42.
11. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, et al. The Protein Data Bank. Nucleic Acids Res 2000;28(1):235-42.
12. Li R, Sirawaraporn R, Chitnumsub P, Sirawaraporn W, Wooden J, Athappilly F, et al. Three-dimensional structure of M. tuberculosis dihydrofolate reductase reveals opportunities for the design of novel tuberculosis drugs. J Mol Biol 2000;295(2):307-23.
13. Lu J, Patel S, Sharma N, Soisson SM, Kishii R, Takei M, et al. Structures of kibdelomycin bound to Staphylococcus aureus GyrB and ParE showed a novel U-shaped binding mode. ACS Chem Biol 2014;9:2023-31.
14. Papillon J, Ménétret JF, Batisse C, Hélye R, Schultz P, Potier N, et al. Structural insight into negative DNA supercoiling by DNA gyrase, a bacterial type 2A DNA topoisomerase. Nucleic Acids Res 2013;41(16):7815-27.
15. Tsai J, Lee JT, Wang W, Zhang J, Cho H, Mamo S, et al. Discovery of a selective inhibitor of oncogenic B-Raf kinase with potent antimelanoma activity. Proc Natl Acad Sci U S A 2008;105(8):3041-6.
16. Hsu KC, Chen YF, Lin SR, Yang JM. iGEMDOCK: A graphical environment of enhancing GEMDOCK using pharmacological interactions and post-screening analysis. BMC Bioinformatics 2011;12 Suppl 1:S33.
17. Laskowski RA, Swindells MB. LigPlot: Multiple ligand-protein interaction diagrams for drug discovery. J Chem Inf Model 2011;51(10):2778-86.
18. Schneidman-Duhovny D, Dror O, Inbar Y, Nussinov R, Wolfson HJ. PharmaGist: A webserver for ligand-based pharmacophore detection. Nucleic Acids Res 2008;36:W223-8.
19. Sreenivasulu R, Sujitha P, Jadav SS, Ahsan MJ, Kumar CG, Raju RR. Synthesis, antitumor evaluation, and molecular docking studies of indole–indazolyl hydrazide–hydrazone derivatives. Monatsh Chem Chem Mon 2016;147:1-14.
20. Siddalingamurthy E, Mahadevan KM, Jagadeesh NM, Kumara MN. Synthesis and docking study of 3-(N-Alkyl/Aryl piperidyl) indoles with serotonin-5HT, H1 and CCR2 antagonist receptors. Int J Pharm Pharm Sci 2014;6(4):475-82.
21. Jagadeesh NM, Mahadevan KM, Kumara MN, Prashantha N. Synthesis and molecular docking study of N-alkyl/aryl-2-aryl indol-3-yl glyoxylamides as novel anticancer agents. Int J Pharm Pharm Sci 2014;6(2):921-6.
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How to Cite
Thilagam, C. R., S. V. Sri, W. Hopper, V. M. Vannan, and P. U. Rani. “SYNTHESIS, CRYSTAL STUDIES AND PHARMACOLOGICAL ROLE PREDICTION OF 3-IODO-2- METHYL-1 PHENYL SULFONYL-1H INDOLE”. Asian Journal of Pharmaceutical and Clinical Research, Vol. 10, no. 3, Mar. 2017, pp. 341-6, doi:10.22159/ajpcr.2017.v10i3.16231.
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