| Synthesis, anti-Toxoplasma gondii and antimicrobial activities of benzaldehyde 4-phenyl-3-thiosemicarbazones and 2-[(phenylmethylene)hydrazono]-4-oxo-3-phenyl-5-thiazolidineacetic acids. | |
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MedLine Citation:
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PMID: 17905587 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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). |
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Authors:
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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:
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Type: Journal Article Date: 2007-09-18 |
Journal Detail:
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Title: Bioorganic & medicinal chemistry Volume: 16 ISSN: 1464-3391 ISO Abbreviation: Bioorg. Med. Chem. Publication Date: 2008 Jan |
Date Detail:
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Created Date: 2008-01-14 Completed Date: 2008-01-29 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9413298 Medline TA: Bioorg Med Chem Country: England |
Other Details:
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Languages: eng Pagination: 446-56 Citation Subset: IM |
Affiliation:
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Departamento de Antibióticos, Universidade Federal de Pernambuco, Recife 50670-901, Brazil. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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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:
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0/Anti-Infective Agents; 0/Antiprotozoal Agents; 0/Thiazolidines; 0/Thiosemicarbazones |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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