Next Article in Journal
Structure Elucidation of a Pyrazolo[3,4]pyran Derivative by NMR Spectroscopy
Previous Article in Journal
Biotransformations of Imbricatolic Acid by Aspergillus niger and Rhizopus nigricans Cultures
Article Menu

Export Article

Open AccessArticle
Molecules 2007, 12(5), 1101-1116; doi:10.3390/12051101

Synthesis and Cytotoxic Activity of Some 3-Benzyl-5-Arylidenefuran-2(5H)-ones

1
Department of Chemistry, Federal University of Viçosa, Av. P.H. Rolfs, S/N, CEP 36570-000, Viçosa, MG, Brazil
2
Department of Chemistry, Federal University of Minas Gerais, Av. Antônio Carlos, 6627, CEP 31270-901, Belo Horizonte, MG, Brazil
3
Department of Physiology and Pharmacology, Federal University of Ceará, Rua Coronel Nunes de Melo, 1127, CEP 60431-970, Fortaleza, CE, Brazil
*
Author to whom correspondence should be addressed.
Received: 26 April 2007 / Revised: 21 May 2007 / Accepted: 21 May 2007 / Published: 24 May 2007
View Full-Text   |   Download PDF [193 KB, uploaded 18 June 2014]   |  

Abstract

3-Benzyl-furan-2(5H)-one (2a) and 3-(4-bromobenzyl)-furan-2(5H)-one (2b) were treated with TBDMSOTf and converted into the corresponding tert-butyldimethyl-silylfuran ethers. These furans were further condensed with several aromatic aldehydes affording compounds 5-14 with general 3-benzyl-5-arylidene-furan-2(5H)-one structures in 31% to 98% yields. Such compounds are analogues of the naturally occurring nostoclide lactones, reported to present moderate cytotoxic activity. Compounds 5-14 were submitted to an in vitro bioassay against the HL-60, HCT-8, SF295 and MDA-MB-435 cancer cell lines using the MTT cytotoxicity assay.
Keywords: Nostoclides; cytotoxic activity; lactones; γ-alkylidenebutenolides Nostoclides; cytotoxic activity; lactones; γ-alkylidenebutenolides
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Teixeira, R.R.; Barbosa, L.C.; Maltha, C.R.A.; Rocha, M.E.; Bezerra, D.P.; Costa-Lotuf, L.V.; Pessoa, C.; Moraes, M.O. Synthesis and Cytotoxic Activity of Some 3-Benzyl-5-Arylidenefuran-2(5H)-ones. Molecules 2007, 12, 1101-1116.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top