90557-60-1Relevant academic research and scientific papers
Identification of novel functionalized carbohydrazonamides designed as chagas disease drug candidates
Do Nascimento, Mayara S. S.,Camara, Vitória R. F.,da Costa, Juliana S.,Barbosa, Juliana M. C.,Lins, Alessandra S. M.,Salom?o, Kelly,de Castro, Solange L.,Carvalho, Samir A.,da Silva, Edson F.,Fraga, Carlos A. M.
, p. 774 - 783 (2020/08/19)
Background: Although several research efforts have been made worldwide to discover novel drug candidates for the treatment of Chagas disease, the nitroimidazole drug benznidazol remains the only therapeutic alternative in the control of this disease. However, this drug presents reduced efficacy in the chronic form of the disease and limited safety after long periods of admini-stration, making it necessary to search for new, more potent and safe prototypes. Objective: We described herein the synthesis and the trypanocidalaction of new functionalized carbohydrazonamides (2-10) against trypomastigote forms of Trypanosoma cruzi. Methods: These compounds were designed through the application of molecular hybridization concept between two potent anti-T. cruzi prototypes, the nitroimidazole derivative megazol (1) and the cinnamyl N-acylhydrazone derivative (14) which have been shown to be twice as potent in vitro as benznidazole. Results: The most active compounds were the (Z)-N'-((E)-3-(4-nitrophenyl)-acryloyl)-1-methyl-5-nitro-1H-imidazol-2-carbohydrazonamide (6) (IC50 =9.50 μM) and the (Z)-N'-((E)-3-(4-hydroxyphe-nyl)-acryloyl)-1-methyl-5-nitro-1H-imidazol-2-carbohydrazonamide (8) (IC50 =12.85 μM), which were almost equipotent to benznidazole (IC50 =10.26 μM) used as standard drug. The removal of the amine group attached to the imine subunit in the corresponding N-acylhydrazone derivatives (11-13) resulted in less potent or inactive compounds. The para-hydroxyphenyl derivative (8) presented also a good selectivity index (SI = 32.94) when tested against mammalian cells from Swiss mice. Conclusion: The promising trypanocidal profile of new carbohydrazonamide derivatives (6) and (8) was characterized. These compounds have proved to be a good starting point for the design of more effective trypanocidal drug candidates.
Cinnamoyl-N-Acylhydrazone-Donepezil Hybrids: Synthesis and Evaluation of Novel Multifunctional Ligands Against Neurodegenerative Diseases
Ortiz, Cindy Juliet Cristancho,Damasio, Caio Miranda,Pruccoli, Letizia,Nadur, Nathália Fonseca,de Azevedo, Luciana Luiza,Guedes, Isabella Alvim,Dardenne, Laurent Emmanuel,Kümmerle, Arthur Eugen,Tarozzi, Andrea,Viegas, Claudio
, p. 3003 - 3020 (2020/10/22)
Abstract: A new series of ten multifunctional Cinnamoyl-N-acylhydrazone-donepezil hybrids was synthesized and evaluated as multifunctional ligands against neurodegenerative diseases. The molecular hybridization approach was based on the combination of 1-b
METHODS OF REDUCING VIRULENCE IN BACTERIA
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Page/Page column 80; 88-89, (2011/09/19)
A method of reducing virulence in a bacterium comprising at least one of a GacS/GacA-type system, a HrpX/HrpY-type system, a T3SS-type system, and a Rsm-type system, the method comprising contacting the bacterium with an effective amount of a compound described herein.
3,6-Bis(2-arylethenyl)-1,2,4,5-tetrazines - Synthesis, LC Properties and Photochemistry
Lifka, Thorsten,Meier, H.
, p. 641 - 646 (2007/10/03)
The (E,E)-3,6-bis(2-arylethenyl)-1,2,4,5-tetrazines 8 were prepared in a synthetic sequencve starting with aromatic aldehydes 1 and cinnamic acids 2, respectively (Scheme 1).The rod-like conjugated molecules represent clamitic mesogens as well as extended chromophores.Hence, we investigated the formation of liquid crystals, achieved by the introduction of long flexlible side chains, and the photochemical behaviour that is characterized by the fragmentation of the central ring (Scheme 3).
