Open AccessSynthesis and Anticancer Activity of Novel Amide Tagged Trifluoromethyl Indole and Pyrimido Indole Derivatives
Author(s) -
Manoj Kumar Mandadi,
Ramana Reddy Bobbala,
Balakrishna Kolli,
Rambabu Gundla
Publication year - 2021
Publication title -
asian journal of chemistry/asian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.145
H-Index - 34
eISSN - 0975-427X
pISSN - 0970-7077
DOI - 10.14233/ajchem.2021.23313
Subject(s) - chemistry , du145 , indole test , trifluoromethyl , hela , amide , hydrazine (antidepressant) , amine gas treating , stereochemistry , diazo , methylene , medicinal chemistry , combinatorial chemistry , cancer cell , organic chemistry , cancer , alkyl , biochemistry , lncap , in vitro , medicine
A series of novel amide tagged trifluoromethyl indole and pyrimido indole derivatives 4a-e & 5a-eand 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 withhydrazine hydrate followed by Schiff base reaction to get compounds 4a-e. In another way, compound2a 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 thesynthesized compounds 4a-e & 5a-e and 6a-d & 7a-d were tested for anticancer activity against fourhuman 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 werefound to have promising anticancer activity at micromolar concentration.