Volume 55, Issue 10 pp. 2368-2380
Article

Synthesis and Utility of α,β-Unsaturated Ketone Bearing Naphthalene and Benzofuran Rings in the Synthesis of Some N-heterocycles with Their Antiviral and Antitumor Activity Evaluation

Rasha S. Gouhar

Corresponding Author

Rasha S. Gouhar

Therapeutical Chemistry Department, National Research Centre, Dokki, 12622 Giza, Egypt

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Ewies F. Ewies

Ewies F. Ewies

Department of Organometallic and Organometalloid Chemistry, National Research Centre, Dokki, 12622 Giza, Egypt

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Mohamed F. El-Shehry

Mohamed F. El-Shehry

Pesticide Chemistry Department, National Research Centre, Dokki, 12622 Giza, Egypt

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Mohamed N. F. Shaheen

Mohamed N. F. Shaheen

Environmental Virology Laboratory, Water Pollution Research Department, National Research Centre, Dokki, 12622 Giza, Egypt

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El-Mahdy M. E. Ibrahim

El-Mahdy M. E. Ibrahim

Environmental Virology Laboratory, Water Pollution Research Department, National Research Centre, Dokki, 12622 Giza, Egypt

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First published: 31 August 2018
Citations: 23

Abstract

A chalcone bearing naphthalene–benzofuran rings was synthesized. The behavior of this chalcone towards some nitrogen and carbon nucleophiles with formation of pyrazole, isooxazole, thiazole, pyrimidine, pyran, and pyridine rings was studied. Also, pyridine acetohydrazide was synthesized and utilized as a key starting material in the synthesis of 2,4-dioxothiazolidine and 2,4-dioxoquinazolin derivatives. The structures of all the products obtained were illustrated from their analytical and spectral data. Some new compounds were selected and evaluated as antiviral agents against hepatitis A virus. In addition, the antitumor activities of certain selected new compounds were screened, in vitro, against HepG2 and MCF-7 cell lines.

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