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Monatshefte für Chemie - Chemical Monthly

, Volume 144, Issue 8, pp 1243–1252 | Cite as

Synthesis and biological evaluation of some new polyfluorinated 4-thiazolidinone and α-aminophosphonic acid derivatives

  • Reda M. Abdel-Rahman
  • Tarik E. AliEmail author
Original Paper

Abstract

A simple route for the synthesis of new polyfluorinated 4-thiazolidinones and 1,4-bis(4-thiazolidinone)phenylenes was achieved from one-pot three-component reaction of fluorinated aniline, mono- and dialdehyde and thioglycolic acid followed by fluorination with trifluoroacetamide and 4-fluorobenzaldehyde. Also, some new fluorinated α-aminophosphonates, 1,4-bis(α-aminophosphonate)phenylenes and their corresponding acids were synthesized via one-pot three-component reaction of fluorinated aniline, mono- and dialdehyde and diethyl phosphite followed by fluorination with trifluoroacetic anhydride. All the synthesized compounds were screened for their antifungal activity against Alternaria alternate and Fusarium oxysporium. Also, their effects on the enzymatic effect of cellobiase produced from Alternaria alternate and Fusarium oxysporium were estimated. Compounds that have trifluoromethyl groups recorded good inhibition against the fungal strains and also enhanced the enzymatic effect of cellobiase.

Graphical abstract

Keywords

Synthesis Antifungal Fluorine 4-thiazolidinone α-Aminophosphonic acids and their esters 

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Copyright information

© Springer-Verlag Wien 2013

Authors and Affiliations

  1. 1.Department of Chemistry, Faculty of ScienceKing Abdulaziz UniversityJeddahSaudi Arabia
  2. 2.Department of Chemistry, Faculty of EducationAin Shams UniversityCairoEgypt

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