Synthesis, characterization and preliminary in vitro trypanocidal activity of N -aryl fluorinated hydroxylated-Schiff bases

被引:8
作者
Avila-Sorrosa, Alcives [1 ]
Bando-Vazquez, Alejandro Y. [1 ]
Alvarez-Alvarez, Veronica [1 ]
Suarez-Contreras, Erick [2 ]
Nieto-Meneses, Rocio [2 ]
Nogueda-Torres, Benjamin [2 ]
Elena Vargas-Diaz, Maria [1 ]
Diaz-Cedillo, Francisco [1 ]
Reyes-Martinez, Reyna [3 ]
Hernandez-Ortega, Simon [4 ]
Morales-Morales, David [4 ]
机构
[1] Escuela Nacl Ciencias Biol, Inst Politecn Nacl, Dept Quim Organ, Carpio & Plan de Ayala S-N, Mexico City 11340, DF, Mexico
[2] Escuela Nacl Ciencias Biol, Inst Politecn Nacl, Dept Parasitol, Carpio & Plan de Ayala S-N, Mexico City 11340, DF, Mexico
[3] Univ Autonoma Chihuahua, Fac Ciencias Quim, Chihuahua, Mexico
[4] Univ Nacl Autonoma Mexico, Inst Quim, Circuito Exterior S-N,Ciudad Univ, Mexico City 04510, DF, Mexico
关键词
BIOLOGICAL-ACTIVITY; CHEMISTRY;
D O I
10.1016/j.molstruc.2020.128520
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of N-arylfluorinated hydroxylated-Schiff bases were synthesized in a facile and high yield manner. The compounds were fully characterized including the unequivocal determination of the structure of two derivatives (2 and 4) by single crystal X-ray diffraction analysis. Preliminary in vitro antiparasitic activity against an endemic Trypanosoma cruzi strains in Mexico (NINOA) showed these compunds to have better trypanocidal activity compared to the reference drugs Nifurtimox (Nfx) and Benznidazole (Bnz). © 2020 Elsevier B.V.
引用
收藏
页数:10
相关论文
共 29 条
[1]   Membrane sensors based on Schiff bases as chelating ionophores - A review [J].
Al Zoubi, Wail ;
Al Mohanna, NaDeem .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2014, 132 :854-870
[2]   Facile Synthesis of a Series of Non-Symmetric Thioethers Including a Benzothiazole Moiety and Their Use as Efficient In Vitro anti-Trypanosoma cruzi Agents [J].
Avila-Sorrosa, Alcives ;
Tapia-Alvarado, Jazz D. ;
Nogueda-Torres, Benjamin ;
Fabiola Chacon-Vargas, Karla ;
Diaz-Cedillo, Francisco ;
Elena Vargas-Diaz, Maria ;
Morales-Morales, David .
MOLECULES, 2019, 24 (17)
[3]   Synthesis, structural characterization and biological activity of fluorinated Schiff-bases of the type [C6H4-1-(OH)-3-(CH=NArF)] [J].
Avila-Sorrosa, Alcives ;
Ignacio Hernandez-Gonzalez, Jorge ;
Reyes-Arellano, Alicia ;
Toscano, Ruben A. ;
Reyes-Martinez, Reyna ;
Roberto Pioquinto-Mendoza, J. ;
Morales-Morales, David .
JOURNAL OF MOLECULAR STRUCTURE, 2015, 1085 :249-257
[4]   Buchwald-Hartwig C-N cross coupling reactions catalyzed by a pseudo-pincer Pd(II) compound [J].
Avila-Sorrosa, Alcives ;
Estudiante-Negrete, Fabiola ;
Hernandez-Ortega, Simon ;
Toscano, Ruben A. ;
Morales-Morales, David .
INORGANICA CHIMICA ACTA, 2010, 363 (06) :1262-1268
[5]  
Bruker, 2018, BRUK PROGR APEX3 SAI
[6]   Cytotoxic, mutagenic and genotoxic effects of new anti-T. cruzi 5-phenylethenylbenzofuroxans. Contribution of phase I metabolites on the mutagenicity induction [J].
Cabrera, Mauricio ;
Laura Lavaggi, Maria ;
Hernandez, Paola ;
Merlino, Alicia ;
Gerpe, Alejandra ;
Porcal, Williams ;
Boiani, Mariana ;
Ferreira, Ana ;
Monge, Antonio ;
Lopez de Cerain, Adela ;
Gonzalez, Mercedes ;
Cerecetto, Hugo .
TOXICOLOGY LETTERS, 2009, 190 (02) :140-149
[7]   Early Molecular Diagnosis of Acute Chagas Disease After Transplantation With Organs From Trypanosoma cruzi-Infected Donors [J].
Cura, C. I. ;
Lattes, R. ;
Nagel, C. ;
Gimenez, M. J. ;
Blanes, M. ;
Calabuig, E. ;
Iranzo, A. ;
Barcan, L. A. ;
Anders, M. ;
Schijman, A. G. .
AMERICAN JOURNAL OF TRANSPLANTATION, 2013, 13 (12) :3253-3261
[8]   Schiff bases: A short review of their antimicrobial activities [J].
da Silva, Cleiton M. ;
da Silva, Daniel L. ;
Modolo, Luzia V. ;
Alves, Rosemeire B. ;
de Resende, Maria A. ;
Martins, Cleide V. B. ;
de Fatima, Angelo .
JOURNAL OF ADVANCED RESEARCH, 2011, 2 (01) :1-8
[9]   Synthesis and biological activity of fluorinated 7-benzylamino-2-phenyl-1,2,4-triazolo[1,5-a][1,3,5]triazin-5-amines [J].
Dolzhenko, Anna V. ;
Tan, Bee Jen ;
Chiu, Gigi Ngar Chee ;
Chui, Wai Keung ;
Dolzhenko, Anton V. .
JOURNAL OF FLUORINE CHEMISTRY, 2015, 175 :68-72
[10]   Trypanocidal Activity of Quinoxaline 1,4 Di-N-oxide Derivatives as Trypanothione Reductase Inhibitors [J].
Fabiola Chacon-Vargas, Karla ;
Nogueda-Torres, Benjamin ;
Sanchez-Torres, Luvia E. ;
Suarez-Contreras, Erick ;
Carlos Villalobos-Rocha, Juan ;
Torres-Martinez, Yuridia ;
Lara-Ramirez, Edgar E. ;
Fiorani, Giulia ;
Krauth-Siegel, R. Luise ;
Bolognesi, Maria Laura ;
Monge, Antonio ;
Rivera, Gildardo .
MOLECULES, 2017, 22 (02)