Document Detail


Synthesis, anti-Toxoplasma gondii and antimicrobial activities of benzaldehyde 4-phenyl-3-thiosemicarbazones and 2-[(phenylmethylene)hydrazono]-4-oxo-3-phenyl-5-thiazolidineacetic acids.
MedLine Citation:
PMID:  17905587     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
In the present communication, a new series of 2-[(phenylmethylene)hydrazono]-4-oxo-3-phenyl-5-thiazolidineacetic acids (2a-p) have been synthesized. Benzaldehyde 4-phenyl-3-thiosemicarbazones substituted (1a-p) were also obtained and used as intermediate to give the title compounds. All synthesized compounds were characterized by IR, (1)H and (13)C NMR. The in vitro anti-Toxoplasma gondii activity of 1a-p and 2a-p was evaluated. The 4-thiazolidinones (2a-p) were screened for their in vitro antimicrobial activity. For anti-Toxoplasma gondii activity, in general, all compounds promoted decreases in the percentage of infected cells leading to parasite elimination. These effects on intracellular parasites also caused a decrease in the mean number of tachyzoites. In addition, most of the 4-thiazolidinones showed more effective toxicity against intracellular parasites, with IC(50) values ranging from 0.05 to 1 mM. According to results of antimicrobial activity, compounds 2f, 2l, and 2p showed best activity against Mycobacterium luteus, 2c was more active against Mycobacterium tuberculosis, and 2g, 2l, and 2n showed same activity as nistatin (standard drug) against Candida sp. (4249).
Authors:
Thiago M de Aquino; André P Liesen; Rosa E A da Silva; Vânia T Lima; Cristiane S Carvalho; Antônio R de Faria; Janete M de Araújo; José G de Lima; Antonio J Alves; Edésio J T de Melo; Alexandre J S Góes
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Publication Detail:
Type:  Journal Article     Date:  2007-09-18
Journal Detail:
Title:  Bioorganic & medicinal chemistry     Volume:  16     ISSN:  1464-3391     ISO Abbreviation:  Bioorg. Med. Chem.     Publication Date:  2008 Jan 
Date Detail:
Created Date:  2008-01-14     Completed Date:  2008-01-29     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9413298     Medline TA:  Bioorg Med Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  446-56     Citation Subset:  IM    
Affiliation:
Departamento de Antibióticos, Universidade Federal de Pernambuco, Recife 50670-901, Brazil.
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MeSH Terms
Descriptor/Qualifier:
Animals
Anti-Infective Agents / chemical synthesis*,  pharmacology
Antiprotozoal Agents / chemical synthesis*,  pharmacology
Candida / drug effects
Humans
Inhibitory Concentration 50
Mycobacterium / drug effects
Mycobacterium tuberculosis / drug effects
Spectrum Analysis
Thiazolidines / chemical synthesis*,  pharmacology
Thiosemicarbazones / chemical synthesis*,  pharmacology
Toxoplasma / drug effects*
Chemical
Reg. No./Substance:
0/Anti-Infective Agents; 0/Antiprotozoal Agents; 0/Thiazolidines; 0/Thiosemicarbazones

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