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

被引:32
作者
Abdel-Rahman, Reda M. [1 ]
Ali, Tarik E. [2 ]
机构
[1] King Abdulaziz Univ, Fac Sci, Dept Chem, Jeddah, Saudi Arabia
[2] Ain Shams Univ, Fac Educ, Dept Chem, Cairo 11711, Egypt
来源
MONATSHEFTE FUR CHEMIE | 2013年 / 144卷 / 08期
关键词
Synthesis; Antifungal; Fluorine; 4-thiazolidinone; alpha-Aminophosphonic acids and their esters; LEUCINE AMINOPEPTIDASE; FLUORINE CHEMISTRY; MICROWAVE; DESIGN;
D O I
10.1007/s00706-013-0934-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 alpha-aminophosphonates, 1,4-bis(alpha-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. .
引用
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页码:1243 / 1252
页数:10
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