Synthesis, Anticancer Activity, and Molecular Docking of New Furan-2-one and Pyrazole heterocycles Based on 5,6,7,8-Tetrahydronaphthalene

Hamdy, Nehal Aly Ahmed; Awad, Hanem; Tarek, Mohammad M.; Mohamed, Hanan

doi:10.21608/ejchem.2022.136816.6032

Synthesis, Anticancer Activity, and Molecular Docking of New Furan-2-one and Pyrazole heterocycles Based on 5,6,7,8-Tetrahydronaphthalene

Document Type : Original Article

Authors

¹ applied organic chemistry , nrc

² Tanning Materials and Leather Technology Department, National Research Centre, Egypt

³ Bioinformatics Department, Armed Forces College of Medicine (AFCM) Cairo, Egypt

⁴ Applied Organic Chemistry Department, Chemical Industries Research Institute, National Research Center, Dokki, Giza, 12622 Egypt;

10.21608/ejchem.2022.136816.6032

Abstract

Novel furan-2-one and pyrazole heterocycles incorporating 5,6,7,8-tetrahydronaphthalene moiety 4, 8, 10a-c, 12a-c and 13 were prepared starting from 2-acetyl tetralin via reaction with diethyl oxalate followed by cyclization using hydroxylamine hydrochloride, and hydrazine hydrate. Further treatment of carbohydrazide 8 with isatin derivatives 9a-c and hydrazonoyl halides 11a-c afforded N'-(5-subs.-2-oxoindolin-3-ylidene)-3-(5,6,7,8-tetrahydronaphthalen-2-yl)-1H-pyrazole-5-carbohydrazides 10a-c and N'-aryl-2-(2-(3-(5,6,7,8-tetrahydronaphthalen-2-yl)-1H-pyrazole-5-carbonyl)hydrazono)propanehydrazonoyl chlorides 12a-c. The novel compounds were examined in vitro for their anti-tumor activities against HepG-2 and MCF-7 human carcinoma cell lines using MTT assay. Most compounds showed good to moderate activities against HepG-2 carcinoma cells and HepG-2 cells.

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