| Anticholinesterasic, Nematostatic and Anthelmintic Activities of Pyridinic and Pyrazinic Compounds. | |
| | |
MedLine Citation:
|
PMID: 21728957 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
|
In the search for acetylcholinesterase inhibitors as a potential target for the discovery of anthelmintic drugs, a series of 27 pyridinic and pyrazinic compounds have been designed on the basis of molecular hybridization of two known AChE inhibitors, namely, tacrine and (-)-3-O-acetylspectaline, and on the concept of isosterism. The synthesized compounds generally presented moderate anticholinesterasic activities when compared with the positive control physostigmine, but one compound (ethyl 2-[(6-chloropyrazin-2-yl)sulfanyl] acetate, 11) exhibited an in vitro ability to immobilize the root-knot nematode Meloidogyne incognita that was highly comparable to that of the positive control Temik. Moreover, in anthelmintic assays against the gastrointestinal parasitic nematode Nippostrongylus brasiliensis (L4), some of the compounds, such as (6-chloropyrazin-2-yl)sulfanyl ethanol (32, EC50 = 33 nM), presented activities that were considerably stronger than that of the positive control albendazole (EC50 = 340 nM). In the light of the positive results obtained in the anthelmintic evaluations, the acute oral toxicity of the representative compound diethyl 2,2'-[(3-nitropyridine-2,6-diyl) bissulfanediyl] diacetate (7) was determined in rats, and the drug was shown to be non-toxic at a dose of 2000 mg/kg. These results, allied with the relatively simple structures of the active compounds and their facile synthesis, highlight their potential use as anthelmintic or nematicidic agents. |
| | |
Authors:
|
M Valli; A Danuello; M Pivatto; J C Saldaña; H Heinzen; L Domínguez; V P Campos; S R Marqui; M C M Young; C Viegas; D H S Silva; V S Bolzani |
Related Documents
:
|
22544167 - Intramolecular cyclization of alkoxyaminosugars: access to novel glycosidase inhibitor ... 11859457 - Antiviral activity of seven iridoids, three saikosaponins and one phenylpropanoid glyco... 17244407 - Antimalarial and vasorelaxant constituents of the leaves of allanblackia monticola (gut... 22248857 - Discovery of a new class of potent prolylcarboxypeptidase inhibitors derived from alanine. 8837747 - Vanadium catalysis in bromoperoxidation reaction. 16658047 - Induction of phenylalanine ammonia lyase and pisatin by photosensitive psoralen compounds. |
Publication Detail:
|
Type: JOURNAL ARTICLE Date: 2011-7-4 |
Journal Detail:
|
Title: Current medicinal chemistry Volume: - ISSN: 1875-533X ISO Abbreviation: - Publication Date: 2011 Jul |
Date Detail:
|
Created Date: 2011-7-6 Completed Date: - Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 9440157 Medline TA: Curr Med Chem Country: - |
Other Details:
|
Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
|
Departamento de Química, Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais (NuBBE), Instituto de Química, UNESP - Universidade Estadual Paulista, C.P. 355, 14801-970, Araraquara, SP, Brazil. bolzaniv@iq.unesp.br. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
|
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Quasi-Life Self-Organizing Systems: Based on Ensembles of Succinylated Derivatives of Interferon-Gam...
Next Document: Cell Signaling Mechanisms of Gustatory Perception of Lipids: Can the Taste Cells be the Target of An...