Synthesis of coumarin heterocyclic derivatives with antioxidant activity and in vitro cytotoxic activity against tumour cells

Parameswaran Manojkumar; Thengungal Ravi; Gopalakrishnan Subbuchettiar

doi:10.2478/v10007-009-0018-7

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Synthesis of coumarin heterocyclic derivatives with antioxidant activity and in vitro cytotoxic activity against tumour cells

Acta Pharmaceutica

Volume 59 (2009): Issue 2 (June 2009)

By: Parameswaran Manojkumar, Thengungal Ravi and Gopalakrishnan Subbuchettiar

Open Access

|Jun 2009

Abstract

The aim of the present work was to synthesise coumarinyl heterocycles and to elucidate the potential role of these compounds as antioxidants and cytotoxic agents against Dalton's lymphoma ascites tumour cells (DLA) and Ehrlich ascites carcinoma cells (EAC). The synthesis of coumarin derivatives containing pyrazole, pyrazolone, thiazolidin-4-one, 5-carboxymethyl-4-thiazolidinone and 3-acetyl-1,3,4-oxadiazole ring is reported. 4-Methylcoumarinyl-7-oxyacetic acid hydrazide (1) reacted with arylazopropanes or hydrazono-3-oxobutyrate derivatives to form pyrazole (3a-c) and pyrazolone derivatives (5a-c). Heterocyclisation of Schiff's bases of 1 with thioglycolic acid, thiomalic acid or acetic anhydride afforded novel heterocyclic derivatives 4-thiazolidinones (7a-c), 5-carboxymethyl-4-thiazolidinones (8a-c) and oxadiazoles (9a-c), respectively. Some of the compounds showed promising antioxidant activity in vitro and cytotoxic activity against DLA cells and EAC cells.

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Articles in this issue

DOI: https://doi.org/10.2478/v10007-009-0018-7 | Journal eISSN: 1846-9558 | Journal ISSN: 1330-0075

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Language: English

Page range: 159 - 170

Published on: Jun 29, 2009

Published by: Croatian Pharmaceutical Society

In partnership with: Paradigm Publishing Services

Publication frequency: 4 issues per year

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© 2009 Parameswaran Manojkumar, Thengungal Ravi, Gopalakrishnan Subbuchettiar, published by Croatian Pharmaceutical Society
This work is licensed under the Creative Commons License.

Volume 59 (2009): Issue 2 (June 2009)