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Vol. 33 No. 10 (2021): Vol 33 Issue 10, 2021

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Synthesis and Anticancer Activity of Novel Amide Tagged Trifluoromethyl Indole and Pyrimido Indole Derivatives

https://doi.org/10.14233/ajchem.2021.23313
Manoj Kumar Mandadi
Department of Chemistry, GITAM University, Rudraram, Hyderabad-502329, India
Ramana Reddy Bobbala
Department of Chemistry, GITAM University, Rudraram, Hyderabad-502329, India
Balakrishna Kolli
Department of Chemistry, GITAM University, Rudraram, Hyderabad-502329, India
Rambabu Gundla
Department of Chemistry, GITAM University, Rudraram, Hyderabad-502329, India

Corresponding Author(s) : Balakrishna Kolli

Asian Journal of Chemistry, Vol. 33 No. 10 (2021): Vol 33 Issue 10, 2021

Abstract

A series of novel amide tagged trifluoromethyl indole and pyrimido indole derivatives 4a-e & 5a-e and 6a-d & 7a-d were synthesized from 4-methyl-2-(methylamino)-6-(trifluoromethyl)isophthalonitrile (1) on reaction with bromoethyl acetate to obtain 2a and 2b isomers. Compound 2a treated with hydrazine hydrate followed by Schiff base reaction to get compounds 4a-e. In another way, compound 2a on reaction with aliphatic primary amine to get compounds 6a-d. For cyclization, compounds 4a-e & 6a-d treated with trifluoroacetic acid to obtain compounds 5a-e and 7a-d, respectively. All the synthesized compounds 4a-e & 5a-e and 6a-d & 7a-d were tested for anticancer activity against four human cancer cell lines such as A549-lung cancer (CCL-185), MCF7-breast cancer (HTB-22), DU145-prostate cancer (HTB-81) and HeLa-cervical cancer (CCL-2). Compounds 9e and 9f were found to have promising anticancer activity at micromolar concentration.

Keywords

Trifluoromethyl indole Pyrimido indole Cyclization Schiff base Anticancer activity
Kumar Mandadi, M., Reddy Bobbala, R., Kolli, B., & Gundla, R. (2021). Synthesis and Anticancer Activity of Novel Amide Tagged Trifluoromethyl Indole and Pyrimido Indole Derivatives. Asian Journal of Chemistry, 33(10), 2327–2332. https://doi.org/10.14233/ajchem.2021.23313
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