Novel 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine as trypanocidal agents: chemical and biological studies
- PMID: 18226906
- DOI: 10.1016/j.bmc.2007.12.049
Novel 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine as trypanocidal agents: chemical and biological studies
Abstract
We herein describe the synthesis and characterization of nine new 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine. We evaluate their toxic effects against the different evolutive forms of Trypanosoma cruzi, and the host cell (murine macrophages). The results obtained show that mesoionic hydrochloride MI possesses the best activity profile. Compound MI may be a prototype for use in the development of a new chemotherapeutic agent with high efficiency, which may be employed in the treatment of Chagas' disease.
Similar articles
-
Design, synthesis and trypanocidal evaluation of novel 1,2,4-triazoles-3-thiones derived from natural piperine.Molecules. 2013 May 29;18(6):6366-82. doi: 10.3390/molecules18066366. Molecules. 2013. PMID: 23760033 Free PMC article.
-
Toxic effects of natural piperine and its derivatives on epimastigotes and amastigotes of Trypanosoma cruzi.Bioorg Med Chem Lett. 2004 Jul 5;14(13):3555-8. doi: 10.1016/j.bmcl.2004.04.019. Bioorg Med Chem Lett. 2004. PMID: 15177472
-
In vitro TRPV1 activity of piperine derived amides.Bioorg Med Chem. 2010 May 1;18(9):3299-306. doi: 10.1016/j.bmc.2010.03.013. Epub 2010 Mar 11. Bioorg Med Chem. 2010. PMID: 20381363
-
Piper nigrum and piperine: an update.Phytother Res. 2013 Aug;27(8):1121-30. doi: 10.1002/ptr.4972. Epub 2013 Apr 29. Phytother Res. 2013. PMID: 23625885 Review.
-
Piperine: Old Spice and New Nutraceutical?Curr Pharm Des. 2019;25(15):1729-1739. doi: 10.2174/1381612825666190701150803. Curr Pharm Des. 2019. PMID: 31267856 Review.
Cited by
-
Derivatives of the triaminoguanidinium ion, 5. Acylation of triaminoguanidines leading to symmetrical tris(acylamino)guanidines and mesoionic 1,2,4-triazolium-3-aminides.Beilstein J Org Chem. 2017 Mar 22;13:579-588. doi: 10.3762/bjoc.13.57. eCollection 2017. Beilstein J Org Chem. 2017. PMID: 28405238 Free PMC article.
-
Mesoionic compounds with antifungal activity against Fusarium verticillioides.BMC Microbiol. 2015 Feb 4;15(1):11. doi: 10.1186/s12866-015-0340-9. BMC Microbiol. 2015. PMID: 25649493 Free PMC article.
-
Design, synthesis and trypanocidal evaluation of novel 1,2,4-triazoles-3-thiones derived from natural piperine.Molecules. 2013 May 29;18(6):6366-82. doi: 10.3390/molecules18066366. Molecules. 2013. PMID: 23760033 Free PMC article.
-
Synthetic (E)-3-Phenyl-5-(phenylamino)-2-styryl-1,3,4-thiadiazol-3-ium Chloride Derivatives as Promising Chemotherapy Agents on Cell Lines Infected with HTLV-1.Molecules. 2020 May 29;25(11):2537. doi: 10.3390/molecules25112537. Molecules. 2020. PMID: 32486038 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources