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    Methoxy-activated indole-7-carbohydrazides; synthesis, antioxidant, and anticancer properties
    (Wiley, 2023) Kandemir, Hakan; Izgi, Samet; Cinar, Irfan; Cebeci, Fatma; Dirican, Ebubekir; Saglam, Mehmet F.; Sengul, Ibrahim F.
    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 H-1 NMR, C-13 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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    Synthesis of 7-azaindole based carbohydrazides and 1,3,4-oxadiazoles; Antioxidant activity, ?-glucosidase inhibition properties and docking study
    (Elsevier, 2022) Izgi, Samet; Sengul, Ibrahim F.; Sahin, Engin; Koca, Mehmet Serdar; Cebeci, Fatma; Kandemir, Hakan
    In this current work, 7-azaindole based 1,3,4-oxadiazoles have been successfully prepared by treatment of 3-(hydrazonomethyl)-7-azaindole with the different acyl chlorides or acetic anhydrides to give the cor-responding carbohydrazides, followed by iodine mediated synthetic protocol in order to afford the corresponding 2,5-disubstituted 1,3,4-oxadiazoles. The full characterization data of the novel compounds were obtained by utilizing H-1 NMR, C-13 NMR, FT-IR, high-resolution mass spectrometry and single crystal X-ray diffraction techniques. The antioxidant activity and alpha-glucosidase inhibition potential of the prepared compounds are examined by in vitro assays. The targeted hydrazide linked 7-azaindoles and their corresponding cyclized form 1,3,4-oxadiazoles exhibited inhibitory potential with IC50 values ranges between 0.46 and 24.92 mM. Plausible binding mode and interaction of ligands with alpha-glucosidase enzyme have been studied by molecular docking, supporting the experimental results. (C) 2021 Elsevier B.V. All rights reserved.