Document Detail


Synthesis, characterization and antifungal activities of some benzenesulphonylamino acid derivatives.
MedLine Citation:
PMID:  12481383     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
S A Abdel-Ghaffar; G B Mpango; M A Ismail; S K Nanyonga
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Bollettino chimico farmaceutico     Volume:  141     ISSN:  0006-6648     ISO Abbreviation:  Boll Chim Farm     Publication Date:    2002 Sep-Oct
Date Detail:
Created Date:  2002-12-16     Completed Date:  2003-01-14     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0372534     Medline TA:  Boll Chim Farm     Country:  Italy    
Other Details:
Languages:  eng     Pagination:  389-93     Citation Subset:  IM    
Affiliation:
Department of Chemistry, Makerere University, Kampala, Uganda.
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MeSH Terms
Descriptor/Qualifier:
Amino Acids / chemical synthesis*,  pharmacology*
Antifungal Agents / chemical synthesis*,  pharmacology*
Benzenesulfonates / chemical synthesis*,  pharmacology*
Fungi / drug effects*
Indicators and Reagents
Magnetic Resonance Spectroscopy
Microbial Sensitivity Tests
Pyrazoles / chemical synthesis*,  pharmacology*
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Antifungal Agents; 0/Benzenesulfonates; 0/Indicators and Reagents; 0/Pyrazoles

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