Synthesis and cytotoxic studies of 2, 3-dimethylindoles and tetrahydrocarbazoles

Shrungesh Kumar, T. O. and Mahadevan, K. M. and Kumara, M. N. (2014) Synthesis and cytotoxic studies of 2, 3-dimethylindoles and tetrahydrocarbazoles. International Journal of Pharmacy and Pharmaceutical Sciences, 6 (2). pp. 137-140.

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Abstract

Objective: The objective of this study was to report the synthesis of 2,3-dimethylindoles and tetrahydrocarbazoles via Fisher indole synthesis and evaluation of their the anticancer properties. Methods: A simple and more efficient method for the synthesis of 2,3-dimethylindoles and tetrahydrocarbazoles has been described using Phenylhydrazine hydrochlorides and different cyclic and acyclic ketones in presence of antimony phosphate as catalyst in methanol solvent at reflux temperature in one pot reaction. Results: The synthesized compounds were characterized by spectroscopic techniques (1H NMR, 13C NMR, LC-MS and elemental analysis) and tested for anticancer activity against five different cell lines such as kidney adenocarcinoma (ACHN), pancreas carcinoma (Panc1), lung carcinoma (GIII) (Calu1), non-small cell lung carcinoma (H460), colon cancer cell (HCT116) and normal breast epithelium (MCF10A) cell lines. The results indicated that the compounds 3a and 3b exhibit promising activity against both lung carcinoma and pancreas carcinoma cell line with IC50 value 2.7, 3.1, 2.8 and 3.2nM. Whereas compound 5d shows high activity against lung carcinoma cell line alone with IC50 2.5nM and remaining derivatives exhibited good to moderate activity. Conclusion: The differently substituted 2,3-dimethylindoles and tetrahydrocarbazoles have reported to posses significant activity. Since their synthesis made very simple in this report, the method of synthesis and promising results of 2,3-dimethylindoles and tetrahydrocarbazoles on different cancer cell lines opens an opportunity among researcher for their further study of such moieties.

Item Type:	Article
Uncontrolled Keywords:	3, 4, antineoplastic activity, carbon nuclear magnetic resonance, controlled study, drug synthesis, human, human cell, mass spectrometry, proton nuclear magnetic resonance, unclassified drug, cytotoxicity, 1, 5, 4 (2, article, fluorescence microscopy, 2, thin layer chromatography, methanol, indole derivative, liquid chromatography, colon cancer, gemcitabine, IC 50, carcinoma cell, lung carcinoma, ketone, phenylhydrazine, 3 dimethyl 1H indole, 3 methyl 2, 3 phenyl 2, 4 tetrahydrocarbazole derivative, 5 fluoro 2, 6 fluoro 3 methyl 2, 6 fluoro 3 phenyl 2, 6 methoxy 2, 6 methyl 2, 7 difluoro 2, 9 tetrahydro 1H carbazol 3 yl)benzonitrile, 9 tetrahydro 1H carbazole, antimony derivative, breast epithelium, dimethylindole, flavopiridol, kidney carcinoma, pancreas carcinoma, propidium iodide assay
Subjects:	C Chemical Science > Chemistry
Divisions:	Yuvaraj college > Chemistry
Depositing User:	Arshiya Kousar Library Assistant
Date Deposited:	14 Jul 2019 09:51
Last Modified:	14 Jul 2019 09:51
URI:	http://eprints.uni-mysore.ac.in/id/eprint/4460

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