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Boll Chim Farm ; 141(5): 389-93, 2002.
Article in English | MEDLINE | ID: mdl-12481383

ABSTRACT

Condensation of benzenesulphonyl chloride (1) with a series of amino acids afforded benzenesulphonylamino acids (2a-d). Esterification of the derivatives (2a-d) in methanol gave the corresponding benzensulphonylamino acid methylesters (3a-d), which condensed with o-aminophenol and o-phenylene diamine to give the benzoxazoles (4a-d) and benximidazoles (5a-d) respectively. Hydrazinolysis of the methyl esters (3a-d) afforded the hydrazide derivatives (6a-d). The 1,2-diazeridine derivatives (7a-d) can be prepared by the reaction of hydrazides (6a-d) with alpha-chloroacetylchloide. Schiff's bases (10a-d) were achieved by the condensation of p-chlorobenzaldehyde with the hydrazides (6a-d). Condensation of Schiff's bases (10a-d) with p-chlorophenyldiazonium chloride afforded the formazan derviatives (11a-d). The hydrazides (6a-d) were reacted with acetylethylacetate to give 3-methyl-2-pyrazoline-2-one derivatives (8a-d), which condensed with p-chlorobenzaldehyde to give 4-arylidino-3-methyl-2-pyrazoline-2-one derivatives (9a-d). All derivatives (2-11) were tested against: A. flavus, A. parasiticus, A. alutaceus and F. moniliforme. Some of the derivatives showed promising results against the tested fungi.


Subject(s)
Amino Acids/chemical synthesis , Amino Acids/pharmacology , Antifungal Agents/chemical synthesis , Antifungal Agents/pharmacology , Benzenesulfonates/chemical synthesis , Benzenesulfonates/pharmacology , Fungi/drug effects , Pyrazoles/chemical synthesis , Pyrazoles/pharmacology , Indicators and Reagents , Magnetic Resonance Spectroscopy , Microbial Sensitivity Tests
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