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Methoxy-activated indole-7-carbohydrazides; synthesis,antioxidant, and anticancer properties
Authors:Hakan Kandemir  Samet İzgi  Irfan Cınar  Fatma Cebeci  Ebubekir Dirican  Mehmet F Saglam  Ibrahim F Sengul
Institution:1. Department of Chemistry, Faculty of Art and Science, Tekirdag Namık Kemal University, Tekirdağ, Turkey;2. Department of Pharmacology, Faculty of Medicine, Kastamonu University, Kastamonu, Turkey;3. Department of Nutrition and Dietetics, Faculty of Health Sciences, Bayburt University, Bayburt, Turkey;4. Health Services Vocational School, Bayburt University, Bayburt, Turkey;5. Department of Chemistry, Faculty of Science, Gebze Technical University, Gebze, Turkey
Abstract:Indole has been known as a key heterocyclic motif in the development of new structures for both chemical and biological properties. In this current study, a new range of indole-7-carbohydrazides has been successfully synthesized starting from the readily available 3-phenyl and 2,3-diphenyl 4,6-dimethoxyindoles. The structures of the novel compounds were confirmed by utilizing 1H NMR, 13C NMR, FT-IR, high-resolution mass spectrometry, and single crystal X- ray diffraction techniques. In addition, the indole-7-carbohydrazides showed promising antioxidant results in preliminary screens. Some of the new compounds generated from dimethoxy indoles were also screened for their anticancer activity against SH-SHY5Y (human neuroblastoma), AGS (human gastric adenocarcinoma), and MDA-MB-231 (human breast adenocarcinoma) cell lines. The results revealed that the compound 12 was the promising candidate, showing cytotoxic effects on both neuroblastoma, stomach, and breast cancer cells.
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